- New short and general synthesis of three key Maillard flavour compounds: 2-Acetyl-1-pyrroline, 6-acetyl-1,2,3,4-tetrahydropyridine and 5-acetyl-2,3-dihydro-4H-1,4-thiazineDeblander, Jurgen; Van Aeken, Sam; Adams, An; De Kimpe, Norbert; Abbaspour Tehrani, Kourosch, Food Chemistry, 2015, 168, 327-331
Cas no 92012-22-1 (tert-butyl 2-acetylpyrrolidine-1-carboxylate)
Tert-butyl 2-acetylpyrrolidine-1-carboxylate is a protected derivative of 2-acetylpyrrolidine, featuring a tert-butoxycarbonyl (Boc) group at the nitrogen position. This compound is widely utilized in organic synthesis and pharmaceutical research due to its stability and versatility as a building block. The Boc group serves as a protective moiety for the pyrrolidine nitrogen, enabling selective functionalization of other reactive sites under mild conditions. The acetyl substituent at the 2-position offers additional reactivity for further derivatization. Its crystalline solid form and well-defined purity make it suitable for precise synthetic applications. This reagent is particularly valuable in peptide chemistry and heterocyclic scaffold development.
92012-22-1 structure
Product Name:tert-butyl 2-acetylpyrrolidine-1-carboxylate
CAS No:92012-22-1
MF:C11H19NO3
MW:213.273463487625
MDL:MFCD16308624
CID:858986
PubChem ID:15587526
Update Time:2025-06-06
tert-butyl 2-acetylpyrrolidine-1-carboxylate Chemical and Physical Properties
Names and Identifiers
-
- tert-butyl 2-acetylpyrrolidine-1-carboxylate
- 1,1-Dimethylethyl 2-acetyl-1-pyrrolidinecarboxylate (ACI)
- 2-Acetyl-pyrrolidine-1-carboxylic acid tert-butyl ester
- 1-Boc-2-acetyl-pyrrolidine
- AKOS004910675
- tert-butyl2-acetylpyrrolidine-1-carboxylate
- AS-40255
- SB39930
- MFCD16308624
- SB39886
- MFCD11975894
- (R)-1-(1-Boc-2-pyrrolidinyl)ethanone
- DA-01030
- SCHEMBL5423413
- 2-Acetylpyrrolidine-1-carboxylic acid tert-butyl ester
- SY097649
- 1-Pyrrolidinecarboxylic acid, 2-acetyl-, 1,1-dimethylethyl ester
- EN300-85377
- Z1258568622
- CS-0048434
- SB38243
- MFCD11975893
- 92012-22-1
- (S)-1-Boc-2-acetylpyrrolidine
- DB-079215
- SY111282
-
- MDL： MFCD16308624
- Inchi： 1S/C11H19NO3/c1-8(13)9-6-5-7-12(9)10(14)15-11(2,3)4/h9H,5-7H2,1-4H3
- InChI Key： NNCPMJHKYIRKSA-UHFFFAOYSA-N
- SMILES： O=C(N1C(C(C)=O)CCC1)OC(C)(C)C
Computed Properties
- Exact Mass: 213.13649347g/mol
- Monoisotopic Mass: 213.13649347g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 15
- Rotatable Bond Count: 4
- Complexity: 268
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 1
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 1.4
- Topological Polar Surface Area: 46.6?2
tert-butyl 2-acetylpyrrolidine-1-carboxylate Security Information
- Signal Word：warning
- Hazard Statement： H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
- Warning Statement： P264+P280+P305+P351+P338+P337+P313
- Safety Instruction： H303+H313+H333
- Storage Condition：storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)
tert-butyl 2-acetylpyrrolidine-1-carboxylate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| NAN JING YAO SHI KE JI GU FEN Co., Ltd. | PBXA3051-1 G |
tert-butyl 2-acetylpyrrolidine-1-carboxylate |
92012-22-1 | 97% | 1g |
￥ 1,280.00 | 2021-05-07 | |
| NAN JING YAO SHI KE JI GU FEN Co., Ltd. | PBXA3051-5 G |
tert-butyl 2-acetylpyrrolidine-1-carboxylate |
92012-22-1 | 97% | 5g |
￥ 3,841.00 | 2021-05-07 | |
| Alichem | A109005490-1g |
tert-Butyl 2-acetylpyrrolidine-1-carboxylate |
92012-22-1 | 95% | 1g |
$280.83 | 2023-08-31 | |
| Alichem | A109005490-5g |
tert-Butyl 2-acetylpyrrolidine-1-carboxylate |
92012-22-1 | 95% | 5g |
$752.40 | 2023-08-31 | |
| TRC | B602765-50mg |
1-Boc-2-acetyl-pyrrolidine |
92012-22-1 | 50mg |
$ 50.00 | 2022-06-07 | ||
| TRC | B602765-100mg |
1-Boc-2-acetyl-pyrrolidine |
92012-22-1 | 100mg |
$ 70.00 | 2022-06-07 | ||
| TRC | B602765-500mg |
1-Boc-2-acetyl-pyrrolidine |
92012-22-1 | 500mg |
$ 275.00 | 2022-06-07 | ||
| Chemenu | CM198011-5g |
1-Boc-2-acetyl-pyrrolidine |
92012-22-1 | 95% | 5g |
$711 | 2021-08-05 | |
| JIE DA WEI （ SHANG HAI ） YI YAO KE JI FA ZHAN Co., Ltd. | 75R0354-1g |
1-Boc-2-acetyl-pyrrolidine |
92012-22-1 | 98% | 1g |
1950.5CNY | 2021-05-08 | |
| JIE DA WEI （ SHANG HAI ） YI YAO KE JI FA ZHAN Co., Ltd. | 75R0354-5g |
1-Boc-2-acetyl-pyrrolidine |
92012-22-1 | 98% | 5g |
7886.79CNY | 2021-05-08 |
tert-butyl 2-acetylpyrrolidine-1-carboxylate Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: Hydrochloric acid Solvents: Dichloromethane , Water ; 16 h, rt
Reference
Production Method 2
Reaction Conditions
1.1 Solvents: Tetrahydrofuran ; 0 °C; 12 h, 0 °C
1.2 Reagents: Ammonium chloride Solvents: Water ; 0 °C
1.2 Reagents: Ammonium chloride Solvents: Water ; 0 °C
Reference
- Palladium-catalyzed asymmetric allylic alkylation of acyclic ketones for synthesis of 2,2-disubstituted pyrrolidine derivativesLian, Wen-Fang; Wang, Cui-Cui; Kang, Huai-Ping; Li, Hai-Ling; Feng, Juan; et al, Tetrahedron Letters, 2017, 58(14), 1399-1402
Production Method 3
Reaction Conditions
Reference
- Catalytic hydrogenation of pyrroles at atmospheric pressureKaiser, Hans Peter; Muchowski, Joseph M., Journal of Organic Chemistry, 1984, 49(22), 4203-9
Production Method 4
Reaction Conditions
1.1 Solvents: Diethyl ether ; 0 °C; 1.5 h, 0 °C
1.2 Solvents: Water
1.2 Solvents: Water
Reference
- Flavoring compositions for savory applications, World Intellectual Property Organization, , ,
Production Method 5
Reaction Conditions
1.1 Solvents: Diethyl ether
Reference
- New and Convenient Syntheses of the Important Roasty, Popcorn-like Smelling Food Aroma Compounds 2-Acetyl-1-pyrroline and 2-Acetyltetrahydropyridine from Their Corresponding Cyclic α-Amino AcidsHofmann, Thomas; Schieberle, Peter, Journal of Agricultural and Food Chemistry, 1998, 46(2), 616-619
tert-butyl 2-acetylpyrrolidine-1-carboxylate Raw materials
- 1-Pyrrolidinecarboxylic acid, 2-[(2-pyridinylthio)carbonyl]-, 1,1-dimethylethyl ester, (S)- (9CI)
- 1H-Pyrrole-1-carboxylic acid, 2-acetyl-, 1,1-dimethylethyl ester
- tert-Butyl 2-Methoxy(methyl)carbamoylpyrrolidine-1-carboxylate
- tert-butyl (2S)-2-methoxy(methyl)carbamoylpyrrolidine-1-carboxylate
tert-butyl 2-acetylpyrrolidine-1-carboxylate Preparation Products
tert-butyl 2-acetylpyrrolidine-1-carboxylate Related Literature
-
Nan Fu,Naphaporn Chiewchan,Xiao Dong Chen Food Funct., 2020,11, 211-220
-
Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa Caccamo Phys. Chem. Chem. Phys., 2019,21, 11983-11991
-
Amandine Altmayer-Henzien,Valérie Declerck,David J. Aitken,Ewen Lescop,Denis Merlet,Jonathan Farjon Org. Biomol. Chem., 2013,11, 7611-7615
-
Guang Xu,Wei Zhang,Ying Zhang,Xiaoxia Zhao,Ping Wen,Di Ma RSC Adv., 2018,8, 19353-19361
92012-22-1 (tert-butyl 2-acetylpyrrolidine-1-carboxylate) Related Products
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