Cas no 78888-18-3 (Tert-Butyl allylcarbamate)

Tert-Butyl allylcarbamate is a versatile carbamate compound widely used in organic synthesis and pharmaceutical applications. Its key advantages include a stable tert-butyl protecting group, which enhances selectivity in peptide coupling and other nucleophilic reactions. The allyl moiety offers additional reactivity for further functionalization, making it valuable in polymer chemistry and cross-coupling reactions. The compound exhibits good solubility in common organic solvents, facilitating its use in homogeneous reaction conditions. Its well-defined structure and compatibility with various reagents make it a reliable intermediate for constructing complex molecular architectures. Tert-Butyl allylcarbamate is particularly useful in medicinal chemistry for the controlled introduction of carbamate functionalities.
Tert-Butyl allylcarbamate structure
Tert-Butyl allylcarbamate structure
Product Name:Tert-Butyl allylcarbamate
CAS No:78888-18-3
MF:C8H15NO2
MW:157.210202455521
MDL:MFCD00191870
CID:90745
PubChem ID:4067274
Update Time:2025-05-21

Tert-Butyl allylcarbamate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl allylcarbamate
    • tert-Butyl N-Allylcarbamate
    • N-tert-butoxycarbonylprop-2-en-1-amine
    • N-Allylcarbamic Acid tert-Butyl Ester
    • N-Boc-allylamine
    • N-(tert-Butoxycarbonyl)allylamine
    • t-butyl N-allylcarbamate
    • tert-butyl N-(prop-2-en-1-yl)carbamate
    • Carbamic acid, 2-propenyl-, 1,1-dimethylethyl ester
    • Tert-butyl N-prop-2-enylcarbamate
    • N-Allyl-t-butylcarbamate
    • allyl(tert-butyl)carbamate
    • tert-butyl-N-allylcarbamate
    • N-tertbutoxycarbonyl allyl amine
    • N-tert-butoxycarb
    • MFCD00191870
    • tert-Butyl hydrogen prop-2-en-1-ylcarbonimidate
    • B3618
    • 78888-18-3
    • 22815-62-9
    • allyl carbamic acid tert-butyl ester
    • 2-propenyl-carbamic acid 1,1-dimethylethyl ester
    • DTXSID30945490
    • AM804359
    • AWARHXCROCWEAK-UHFFFAOYSA-N
    • CS-W007444
    • 3-(t-butoxycarbonylamino)-1-propene
    • EN300-98377
    • FT-0678101
    • SCHEMBL262291
    • 3-t-Butoxycarbonylamino-1-propene
    • tert-Butylallylcarbamate
    • allyl-carbamic acid tert-butyl ester
    • PK04_181038
    • AKOS005255351
    • GS-3542
    • N-tert-butoxycarbonyl allyl amine
    • tert-Butyl N-allylcarbamate, 98%
    • 1,1-Dimethylethyl N-2-propen-1-ylcarbamate (ACI)
    • Carbamic acid, 2-propenyl-, 1,1-dimethylethyl ester (9CI)
    • 1,1-Dimethylethyl N-allylcarbamate
    • 3-(tert-Butoxycarbonylamino)-1-propene
    • Allylcarbamic acid tert-butyl ester
    • Boc-allylamine
    • N-(tert-Butyloxycarbonyl)allylamine
    • DB-031909
    • Tert-Butyl allylcarbamate
    • MDL: MFCD00191870
    • Inchi: 1S/C8H15NO2/c1-5-6-9-7(10)11-8(2,3)4/h5H,1,6H2,2-4H3,(H,9,10)
    • InChI Key: AWARHXCROCWEAK-UHFFFAOYSA-N
    • SMILES: O=C(NCC=C)OC(C)(C)C

Computed Properties

  • Exact Mass: 157.11000
  • Monoisotopic Mass: 157.11
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 4
  • Complexity: 147
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 38.3
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 1.6

Experimental Properties

  • Color/Form: Not determined
  • Density: 0.938?g/mL?at 25?°C(lit.)
  • Melting Point: 37.0 to 41.0 deg-C
  • Boiling Point: 48-50°C/0.3mm
  • Flash Point: 175?°F
  • Refractive Index: 1.4720 (estimate)
  • Water Partition Coefficient: Insoluble in water. Soluble in methanol.
  • PSA: 38.33000
  • LogP: 2.08800
  • Solubility: Not determined

Tert-Butyl allylcarbamate Security Information

  • Signal Word:Warning
  • Hazard Statement: H302
  • Warning Statement: P280-P305+P351+P338
  • Hazardous Material transportation number:UN 1325 4.1/PG 2
  • WGK Germany:3
  • Hazard Category Code: 22-36/37/38
  • Safety Instruction: 22-26-36/37/39
  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT
  • Storage Condition:Inert atmosphere,Room Temperature

Tert-Butyl allylcarbamate Customs Data

  • HS CODE:2924199090
  • Customs Data:

    China Customs Code:

    2924199090

    Overview:

    2924199090. Other acyclic amides(Including acyclic carbamates)(Including its derivatives and salts). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, packing

    Summary:

    2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Tert-Butyl allylcarbamate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI XIAN DING Biotechnology Co., Ltd.
023768-25g
Tert-Butyl allylcarbamate
78888-18-3 97%
25g
1461CNY 2021-05-10
SHANG HAI XIAN DING Biotechnology Co., Ltd.
A-IV464-1g
Tert-Butyl allylcarbamate
78888-18-3 98%
1g
47CNY 2021-05-10
SHANG HAI XIAN DING Biotechnology Co., Ltd.
A-IV464-25g
Tert-Butyl allylcarbamate
78888-18-3 98%
25g
330CNY 2021-05-10
SHANG HAI XIAN DING Biotechnology Co., Ltd.
A-IV464-5g
Tert-Butyl allylcarbamate
78888-18-3 98%
5g
92CNY 2021-05-10
SHANG HAI YUAN YE Biotechnology Co., Ltd.
S68132-5g
Tert-Butyl N-Allylcarbamate
78888-18-3 97%
5g
¥50.00 2021-09-02
SHANG HAI YUAN YE Biotechnology Co., Ltd.
S68132-25g
Tert-Butyl N-Allylcarbamate
78888-18-3 97%
25g
¥180.00 2021-09-02
SHANG HAI YUAN YE Biotechnology Co., Ltd.
S68132-100g
Tert-Butyl N-Allylcarbamate
78888-18-3 97%
100g
¥680.00 2021-09-02
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
T73580-5g
tert-Butyl allylcarbamate
78888-18-3 97%
5g
¥27.0 2023-09-06
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
T73580-25g
tert-Butyl allylcarbamate
78888-18-3 97%
25g
¥79.0 2023-09-06
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
T73580-100g
tert-Butyl allylcarbamate
78888-18-3 97%
100g
¥281.0 2023-09-06

Tert-Butyl allylcarbamate Production Method

Production Method 1

Reaction Conditions
1.1 Solvents: Dichloromethane ;  rt; overnight, rt
Reference
Spiroacetal formation through telescoped cycloaddition and carbon-hydrogen bond functionalization: Total synthesis of bistramide A
Han, Xun; Floreancig, Paul E., Angewandte Chemie, 2014, 53(41), 11075-11078

Production Method 2

Reaction Conditions
1.1 Solvents: Tetrahydrofuran ;  4 h, rt
Reference
A facile method for the stereoselective preparation of (1E,3E)-4-substituted-1-amino-1,3-dienes via 1,4-elimination
Tayama, Eiji; Sugai, Sayaka, Tetrahedron Letters, 2007, 48(35), 6163-6166

Production Method 3

Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  0 °C; 0 °C; overnight, 0 °C
Reference
An alternative synthesis of (±)-propranolol and (±)-atenolol
Inkum, Rachaneebhorn; Teerawutgulrag, Aphiwat; Puangsombat, Pakawan; Rakariyatham, Nuansri, Maejo International Journal of Science and Technology, 2012, 6(3), 372-378

Production Method 4

Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Dichloromethane
Reference
Enantioselective synthesis of β-hydroxy amines and aziridines using asymmetric transfer hydrogenation of α-amino ketones
Kawamoto, Aparecida M.; Wills, Martin, Journal of the Chemical Society, 2001, (16), 1916-1928

Production Method 5

Reaction Conditions
1.1 10 min, 80 °C
Reference
Efficient and expeditious chemoselective BOC protection of amines in catalyst and solvent-free media
Viswanadham, Balaga; Mahomed, Abdul S.; Friedrich, Holger B.; Singh, Sooboo, Research on Chemical Intermediates, 2017, 43(3), 1355-1363

Production Method 6

Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Tetrahydrofuran ;  30 min, 0 °C; overnight, 0 °C → rt
1.2 Reagents: Water
Reference
Enantioselective and Regiodivergent Functionalization of N-Allylcarbamates by Mechanistically Divergent Multicatalysis
Richmond, Edward; Ullah Khan, Ismat; Moran, Joseph, Chemistry - A European Journal, 2016, 22(35), 12274-12277

Production Method 7

Reaction Conditions
1.1 Solvents: Dichloromethane
1.2 -
1.3 Solvents: Dichloromethane
Reference
Synthesis and Antiviral Activity of New Anti-HIV Amprenavir Bioisosteres
Rocheblave, Luc; Bihel, Frederic; De Michelis, Celine; Priem, Ghislaine; Courcambeck, Jerome; et al, Journal of Medicinal Chemistry, 2002, 45(15), 3321-3324

Production Method 8

Reaction Conditions
1.1 Solvents: Choline chloride ;  5 min, 80 °C
Reference
Amine protection by in situ formation of choline chloride-based deep eutectic solvents
Nardi, Monica; De Luca, Giuseppina; Novelli, Paolo; Oliverio, Manuela; Romano, Salvatore; et al, Green Chemistry, 2023, 25(8), 3208-3213

Production Method 9

Reaction Conditions
1.1 Solvents: Chloroform ;  0 °C; 2 h, rt
Reference
Facile synthesis of poly(hydroxypropylene imine) dendrimer from single monomer
Zhou, Yong-cun; Zhou, Zhu-xian; Shen, You-qing, Gaofenzi Xuebao, 2017, (2), 359-366

Production Method 10

Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  0 °C; overnight, 0 °C → rt
Reference
An efficient synthesis of nitrogen-containing heterocycles via a tandem carbenoid N-H insertion/ring-closing metathesis sequence
Pavlyuk, Oksana; Teller, Henrik; McMills, Mark C., Tetrahedron Letters, 2009, 50(23), 2716-2718

Production Method 11

Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  21 h, rt
Reference
Synthesis of 3-oxooxa- and 3-oxoazacycloalk-4-enes by ring-closing metathesis. Application to the synthesis of an inhibitor of cathepsin K
Taillier, Catherine; Hameury, Thomas; Bellosta, Veronique; Cossy, Janine, Tetrahedron, 2007, 63(21), 4472-4490

Production Method 12

Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  cooled; 16 h, rt
Reference
Alpha-oxidation of amine derivatives by bis(2,2,2-trichloroethyl) azodicarboxylate and application of its products as iminium ion equivalents
Honzawa, Shinobu; Uchida, Mitsuaki; Tashiro, Takuya; Sugihara, Takumichi, Heterocycles, 2017, 95(2), 994-1029

Production Method 13

Reaction Conditions
1.1 Catalysts: Amberlyst 15 ;  2 min, rt
Reference
Amberlyst-15: a mild, efficient and reusable heterogeneous catalyst for N-tert-butoxycarbonylation of amines
Kumar, K. Shiva; Iqbal, Javed; Pal, Manojit, Tetrahedron Letters, 2009, 50(46), 6244-6246

Production Method 14

Reaction Conditions
1.1 Reagents: Dimethylamine-borane Catalysts: Gold ,  Titania Solvents: Ethanol ;  0.5 h, 25 °C
Reference
cis-Semihydrogenation of alkynes with amine borane complexes catalyzed by gold nanoparticles under mild conditions
Vasilikogiannaki, Eleni; Titilas, Ioannis; Vassilikogiannakis, Georgios; Stratakis, Manolis, Chemical Communications (Cambridge, 2015, 51(12), 2384-2387

Production Method 15

Reaction Conditions
1.1 Catalysts: Iodine ;  0.5 h, rt
Reference
Molecular iodine-catalyzed facile procedure for N-Boc protection of amines
Varala, Ravi; Nuvula, Sreelatha; Adapa, Srinivas R., Journal of Organic Chemistry, 2006, 71(21), 8283-8286

Production Method 16

Reaction Conditions
1.1 Catalysts: Silica ;  3 min, rt
Reference
N-BOC protection of amines over mesoporous SBA-15 catalyst at room temperature
Viswanadham, Balaga; Tejeswararao, Dharmana; Putrakumar, Balla, Journal of Porous Materials, 2023, 30(3), 713-721

Production Method 17

Reaction Conditions
1.1 Solvents: Dichloromethane ;  12 h, rt
Reference
Alternative approaches utilizing click chemistry to develop next-generation analogs of solithromycin
Daher, Samer S. ; Lee, Miseon ; Jin, Xiao; Teijaro, Christiana N. ; Barnett, Pamela R. ; et al, European Journal of Medicinal Chemistry, 2022, 233,

Tert-Butyl allylcarbamate Raw materials

Tert-Butyl allylcarbamate Preparation Products

Additional information on Tert-Butyl allylcarbamate

Introduction to Tert-Butyl allylcarbamate (CAS No. 78888-18-3)

Tert-Butyl allylcarbamate, with the chemical formula CAS No. 78888-18-3, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and chemical research. This compound belongs to the class of carbamates, characterized by the presence of a carbamate functional group (-NHCOO-) linked to a tert-butyl group and an allyl moiety. The unique structural features of Tert-Butyl allylcarbamate make it a versatile intermediate in synthetic chemistry, particularly in the development of novel agrochemicals and pharmaceuticals.

The synthesis of Tert-Butyl allylcarbamate typically involves the reaction between allyl alcohol and tert-butyl carbamate under controlled conditions. This process requires precise control of reaction parameters such as temperature, pressure, and catalyst selection to ensure high yield and purity. The tert-butyl group provides steric hindrance, which can influence the reactivity and selectivity of the compound in subsequent synthetic steps. This characteristic makes it particularly valuable in constructing complex molecular architectures.

In recent years, Tert-Butyl allylcarbamate has been explored for its potential applications in drug discovery. Its structural motif is reminiscent of biologically active molecules, making it a promising scaffold for developing new therapeutic agents. For instance, researchers have investigated its role as a precursor in the synthesis of protease inhibitors, which are crucial in treating various inflammatory and infectious diseases. The allyl group also offers opportunities for further functionalization, allowing chemists to tailor the compound for specific biological targets.

One of the most intriguing aspects of Tert-Butyl allylcarbamate is its utility in cross-coupling reactions. These reactions are fundamental in modern organic synthesis, enabling the formation of carbon-carbon bonds under mild conditions. The compound has been employed in palladium-catalyzed reactions to introduce new functional groups at desired positions, facilitating the construction of more complex molecules. Such methodologies are increasingly important in pharmaceutical research, where precision and efficiency are paramount.

The pharmacological potential of Tert-Butyl allylcarbamate has also been examined in preclinical studies. Researchers have demonstrated its ability to modulate certain enzyme activities, which could lead to novel therapeutic applications. For example, studies suggest that derivatives of this compound may exhibit inhibitory effects on enzymes involved in cancer cell proliferation. While further research is needed to fully elucidate its mechanism of action, these findings highlight its promise as a lead compound for drug development.

From an industrial perspective, Tert-Butyl allylcarbamate represents an important building block for fine chemicals and specialty materials. Its versatility allows it to be incorporated into various formulations, including agrochemicals that enhance crop protection and yield. The demand for high-quality intermediates like Tert-Butyl allylcarbamate continues to grow as industries seek innovative solutions to complex challenges.

The safety and environmental considerations associated with Tert-Butyl allylcarbamate are also critical factors in its application. As with any chemical product, proper handling procedures must be followed to ensure worker safety and minimize environmental impact. Regulatory agencies have established guidelines for its use, emphasizing the importance of responsible chemical management throughout its lifecycle.

In conclusion, Tert-Butyl allylcarbamate (CAS No. 78888-18-3) is a multifaceted compound with significant potential in pharmaceutical research and industrial applications. Its unique structural features enable diverse synthetic pathways, making it a valuable tool for chemists and researchers alike. As our understanding of its properties continues to evolve, so too will its role in advancing scientific discovery and technological innovation.

Recommended suppliers
TAIXING JOXIN BIO-TEC CO.,LTD.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
TAIXING JOXIN BIO-TEC CO.,LTD.
SHOCHEM(SHANGHAI) CO.,lTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
SHOCHEM(SHANGHAI) CO.,lTD
Yunnanjiuzhen
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Yunnanjiuzhen
Wuhan ChemNorm Biotech Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Wuhan ChemNorm Biotech Co.,Ltd.
ASIACHEM I&E (JIANGSU) CO., LTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
ASIACHEM I&E (JIANGSU) CO., LTD