Cas no 247570-24-7 (tert-butyl cis-N-(4-aminocyclohexyl)carbamate)

Tert-butyl cis-N-(4-aminocyclohexyl)carbamate is a chiral cyclohexylamine derivative widely used as an intermediate in pharmaceutical synthesis and organic chemistry. Its cis-configured cyclohexyl ring provides stereochemical control in the production of bioactive compounds, particularly in drug discovery and peptide modifications. The tert-butyloxycarbonyl (Boc) protecting group enhances stability during reactions, allowing selective deprotection under mild acidic conditions. This compound is valued for its high purity, consistent reactivity, and compatibility with a range of coupling and functionalization protocols. Its structural rigidity also makes it useful in designing conformationally constrained molecules. Suitable for laboratory-scale and industrial applications, it is typically handled under inert conditions to preserve amine functionality.
tert-butyl cis-N-(4-aminocyclohexyl)carbamate structure
247570-24-7 structure
Product Name:tert-butyl cis-N-(4-aminocyclohexyl)carbamate
CAS No:247570-24-7
MF:C11H22N2O2
MW:214.304583072662
MDL:MFCD03001719
CID:67207
PubChem ID:2756050
Update Time:2025-06-10

tert-butyl cis-N-(4-aminocyclohexyl)carbamate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl (cis-4-aminocyclohexyl)carbamate
    • Tert-butyl (1s,4s)-4-aminocyclohexylcarbamate
    • 1-N-Boc-cis-1,4-cyclohexyldiamine
    • Carbamic acid, N-?(cis-?4-?aminocyclohexyl)?-?, 1,?1-?dimethylethyl ester
    • cis tert-Butyl 4-aminocyclohexylcarbamate
    • CIS-(4-AMINO-CYCLOHEXYL)-CARBAMIC ACID
    • cis-tert-Butyl (4-aminocyclohexyl)carbamate
    • N-Boc-cis-1,4-cyclohexyldiamine
    • (4-{[(tert-butoxy)carbonyl]aMino}cyclohexyl)azanylidene
    • 1-N-BOC-CIS-1,4-CYCLOHE
    • 1-N-Boc-cis-1,4-Cyclohexyldiam
    • cis-(4-amino-cyclohexyl)-carbamic acid tert-butyl ester
    • cis-Cyclohexane-1,4-diamine,N-BOC protected
    • cis-N-Boc-1,4-cyclohexanediamine
    • cis-N-tert-Butoxycarbonyl-1,4-cyclohexanediaMine
    • N1-BOC-CIS-1,4-CYCLOHEXYLDIAMINE
    • Carbamicacid, (cis-4-aminocyclohexyl)-, 1,1-dimethylethyl ester (9CI)
    • (cis-4-Aminocyclohexyl)carbamic acid tert-butyl ester
    • N-tert-Butoxycarbonyl-cis-1,4-cyclohexanediamine
    • cis-4-((tert-Butoxycarbonyl)amino)cyclohexane-1-amine
    • cis-4-(tert-Butoxycarbonylamino)-1-aminocyclohexane
    • cis-tert-Butyl(4-aminocyclohexyl)carbamate
    • tert-butyl cis-N-(4-aminocyclohexyl)carbamate
    • Carbamic acid, (4-aminocyclohexyl)-, 1,1-dimethylethyl ester
    • Tert-butyl (trans)-4-aminocyclohexylcarbamate
    • 1-(Boc-amino)-4-aminocyclohexane
    • tert-Butyl ((1s,4s)-4-aminocyclohexyl)carbamate
    • SY019026
    • tert-butyl trans-(4-amino-cyclohexyl)-carbamate
    • trans-tert-Butyl (4-aminocyclohexyl)carbamate
    • trans-tert-butyl 4-aminocyclohexylcarbamate
    • tert-Butyl (4-amino-cyclohexyl)-carbamate
    • BCP17068
    • tert-butyl trans-N-(4-aminocyclohexyl)carbamate
    • Trans-N-BOC-1,4-CYCLOHEXANEDIAMINE-HCl
    • (4-aminocyclohexyl)-carbamic acid, 1,1-dimethylethyl ester
    • Tert-butyl N-(4-aminocyclohexyl)carbamate
    • (4-aminocyclohexyl)carbamic acid tert-butyl ester
    • MFCD03844604
    • SY009258
    • A817478
    • FT-0648155
    • CS-B0868
    • trans-N-Boc-1,4-cyclohexanediamine
    • tert-butyl(4-aminocyclohexyl)carbamate
    • FEYLUKDSKVSMSZ-DTORHVGOSA-N
    • 1-tert-butoxycarbonylamino-4-aminocyclohexane
    • EN300-82842
    • (4-Amino-cyclohexyl)-carbamic acid t-butyl ester
    • (trans)-(4-amino-cyclohexyl)-carbamic acid tert-butyl ester
    • (trans-4-amino-cyclohexyl)-carbamic acid tert-butyl ester
    • SS-4753
    • cis-4-(BOC-amino)cyclohexane-1-amine
    • Q-103235
    • tert-butyl cis-4-aminocyclohexylcarbamate
    • tert-butyl(trans-4-aminocyclohexyl)carbamate
    • N-Boc-trans-1,4-cyclohexanediamine, AldrichCPR
    • Q-103232
    • tert-butyl N-[(1r,4r)-4-aminocyclohexyl]carbamate
    • cis-Cyclohexane-1,4-diamine, N-BOC protected
    • tert-butyl trans-4-aminocyclo-hexylcarbamate
    • 1-N-Boc-cis-1,4-cyclohexyldiamine, AldrichCPR
    • tert-butyl(cis-4-aminocyclohexyl)carbamate
    • cis-tert-butyl 4-aminocyclohexylcarbamate
    • (4-amino-cyclohexyl)-carbamic acid tert-butyl ester
    • AM62617
    • cis-4-(N-tert-butoxycarbonylamino)cyclohexylamine
    • tert-Butyl 4-aminocyclohexylcarbamate
    • FT-0643826
    • 177906-48-8
    • BCP29360
    • tert-butyl N-(4-azanylcyclohexyl)carbamate
    • trans-tert-butyl 4-amino-cyclohexylcarbamate
    • cis-N-(tert-butoxycarbonyl)-1,4-cyclohexanediamine
    • tert-butyl ((cis)-4-aminocyclohexyl)carbamate
    • trans-1-(Boc-amino)cyclohexan-4-amine
    • SCHEMBL13973508
    • trans-N-Boc-1,4-diaminocyclohexane
    • N-Boc-trans-cyclohexane-1,4-diamine
    • tert-butyl(trans)-4-aminocyclohexylcarbamate
    • tert-butyl cis-4-amino-cyclo-hexylcarbamate
    • CS-W004642
    • tert-butyl-4-aminocyclohexylcarbamate
    • MFCD01076211
    • Z1741970890
    • tert-butyl-(cis-4-aminocyclohexyl)carbamate
    • 4-(t-Butoxycarbonylamino)cyclohexylamine
    • 1,1-dimethylethyl (trans-4-aminocyclohexyl)carbamate
    • DS-11221
    • AKOS000163720
    • N-Boc-1,4-cyclohexanediamine
    • A13485
    • (+/-)-(cis)-(4-amino-cyclohexyl)-carbamic acid tert-butyl ester
    • 195314-59-1
    • N-Boc-trans-1,4-cyclohexanediamine
    • tert.butyl-cis-4-aminocyclohexanecarbamate
    • DTXSID40939007
    • SY019966
    • trans-4-(N-tert-butoxycarbonylamino)cyclohexylamine
    • BL002444
    • AMY4329
    • AM20070531
    • tert-butyl 1,4-diaminocyclohexylcarbamate;N-Boc-1,4-Cyclohexanediamine
    • AKOS015836495
    • trans-(4-Amino-cyclohexyl)-carbamic acid tert-butyl ester
    • trans-N-(tert-butoxycarbonyl)-1,4-cyclohexanediamine
    • MFCD03001719
    • tert-butyl cis-(4-amino-cyclohexyl)-carbamate
    • trans-N-Boc-1 pound not4-cyclohexanediamine
    • tert-butyl cis-4-aminocyclohexanecarbamate
    • J-504378
    • A26797
    • 247570-24-7
    • tert-butyl ((1r,4r)-4-aminocyclohexyl)carbamate
    • Carbamic acid, (cis-4-aminocyclohexyl)-, 1,1-dimethylethyl ester
    • FEYLUKDSKVSMSZ-UHFFFAOYSA-N
    • SCHEMBL34622
    • tert-butyl-cis-4-aminocyclohexylcarbamate
    • SCHEMBL279939
    • N-(4-aminocyclohexyl)carbamic acid tert-butyl ester
    • EN300-208297
    • tert-Butyl hydrogen (4-aminocyclohexyl)carbonimidate
    • PS-5887
    • FEYLUKDSKVSMSZ-KYZUINATSA-N
    • AC-31914
    • tert-butyl N-[(1s,4s)-4-aminocyclohexyl]carbamate
    • tert-butyl trans-(4-aminocyclohexyl)-carbamate
    • (4-aminocyclohexyl)-carbamic acid tert-butyl ester
    • N-(trans-4-aminocyclohexyl)-carbamic acid tert-butyl ester
    • TERT-BUTYL TRANS-4-AMINOCYCLOHEXYLCARBAMATE
    • tert.-butyl-cis-4-aminocyclohexanecarbamate
    • BCP14785
    • SB34325
    • tert-butyl (trans-4-aminocyclohexyl)carbamate
    • FT-0656400
    • SCHEMBL8352867
    • SCHEMBL530681
    • EN300-358974
    • tert-Butyl (4-aminocyclohexyl)carbamate
    • tran s-tert-butyl-4-aminocyclohexylcarbamate
    • tert-Butyl (4-aminocyclohexyl)carbamate, AldrichCPR
    • trans-tert-butyl-4-aminocyclohexylcarbamate
    • Carbamic acid, (trans-4-aminocyclohexyl)-, 1,1-dimethylethyl ester
    • N-(trans-4-aminocyclohexyl)-carbamic acid 1,1-dimethylethyl ester
    • N-tert-butoxycarbonyl-trans-1,4-cyclohexane-diamine
    • Carbamic acid, N-(trans-4-aminocyclohexyl)-, 1,1-dimethylethyl ester
    • N-tert-butoxycarbonyl-trans-1,4-cyclohexanediamine
    • (trans4-amino-cyclohexyl)-carbamic acid tert-butyl ester
    • CS-W009080
    • AKOS015841320
    • Trans-4-tert-butoxycarbonylamino-aminocyclohexane
    • t-Butyl (cis-4-aminocyclohexyl)carbamate
    • (cis-4-amino-cyclohexyl)-carbamic acid tert-butyl ester
    • N-Boc-1 pound not4-cyclohexanediamine
    • tert-butyl (1r,4r)-4-aminocyclohexylcarbamate
    • tert-butyl N-(trans-4-aminocyclohexyl)carbamate
    • C52FUP2E96
    • Tert-butyl(1s,4s)-4-aminocyclohexylcarbamate;1-N-Boc-cis-1,4-cyclohexyldiamine
    • 1,1-Dimethylethyl N-(trans-4-aminocyclohexyl)carbamate
    • 1-Boc-amino-1,4-cyclohexanediamine
    • Trans-N-Boc-cyclohexane-1,4-diamine
    • N-tert-Butoxycarbonyl trans-1,4-cyclohexanediamine
    • Cis-N-Boc-cyclohexane-1,4-diamine
    • MDL： MFCD03001719
    • Inchi： 1S/C11H22N2O2/c1-11(2,3)15-10(14)13-9-6-4-8(12)5-7-9/h8-9H,4-7,12H2,1-3H3,(H,13,14)/t8-,9+
    • InChI Key： FEYLUKDSKVSMSZ-DTORHVGOSA-N
    • SMILES： O(C(C)(C)C)C(N[C@@H]1CC[C@@H](CC1)N)=O

Computed Properties

  • Exact Mass: 214.16800
  • Monoisotopic Mass: 214.168
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 215
  • 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: 64.4A^2
  • XLogP3: 1.3

Experimental Properties

  • Density: 1.02
  • Melting Point: 87-91°C
  • Boiling Point: 322.1°C at 760 mmHg
  • Flash Point: 148.6°C
  • Refractive Index: 1.488
  • Water Partition Coefficient: Soluble in methanol, ethyl acetate and Slightly soluble in water.
  • PSA: 64.35000
  • LogP: 2.87220
  • Solubility: Soluble in methanol, ethyl acetate and Slightly soluble in water.

tert-butyl cis-N-(4-aminocyclohexyl)carbamate Security Information

  • Signal Word：None
  • Hazard Statement： H302
  • Warning Statement： P273; P391; P501
  • Hazardous Material Identification： Xi
  • HazardClass：IRRITANT
  • Storage Condition：Keep in dark place,Inert atmosphere,2-8°C

tert-butyl cis-N-(4-aminocyclohexyl)carbamate Customs Data

  • HS CODE：2924299090
  • Customs Data：

    China Customs Code:

    2924299090

    Overview:

    2924299090. Other cyclic amides(Including cyclic carbamates)(Including their derivatives as well as their 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:

    2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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tert-butyl cis-N-(4-aminocyclohexyl)carbamate Production Method

tert-butyl cis-N-(4-aminocyclohexyl)carbamate Related Literature

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Additional information on tert-butyl cis-N-(4-aminocyclohexyl)carbamate

Recent Advances in the Application of tert-butyl cis-N-(4-aminocyclohexyl)carbamate (CAS: 247570-24-7) in Chemical Biology and Pharmaceutical Research

The compound tert-butyl cis-N-(4-aminocyclohexyl)carbamate (CAS: 247570-24-7) has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This carbamate derivative serves as a crucial intermediate in the synthesis of various bioactive molecules, particularly in the development of kinase inhibitors and other therapeutic agents. Recent studies have highlighted its role in modulating protein-protein interactions and enhancing drug delivery systems, making it a valuable tool in medicinal chemistry.

One of the most notable applications of tert-butyl cis-N-(4-aminocyclohexyl)carbamate is its use in the synthesis of selective kinase inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its efficacy as a building block for inhibitors targeting the PI3K/AKT/mTOR pathway, which is implicated in numerous cancers. The study reported that derivatives of this compound exhibited improved pharmacokinetic properties and reduced off-target effects compared to earlier generations of inhibitors. These findings underscore its potential in the development of next-generation anticancer therapies.

In addition to its role in kinase inhibitor development, tert-butyl cis-N-(4-aminocyclohexyl)carbamate has been explored for its utility in peptide and protein modification. A recent publication in ACS Chemical Biology detailed its use as a protecting group for amine functionalities in solid-phase peptide synthesis (SPPS). The researchers found that this compound provided superior stability under acidic conditions, enabling more efficient synthesis of complex peptides. This advancement has significant implications for the production of peptide-based therapeutics, including those targeting G-protein-coupled receptors (GPCRs).

Another area of interest is the compound's potential in drug delivery systems. A 2024 study in Advanced Drug Delivery Reviews investigated its incorporation into polymeric nanoparticles for targeted drug delivery. The researchers observed that tert-butyl cis-N-(4-aminocyclohexyl)carbamate-modified nanoparticles exhibited enhanced cellular uptake and prolonged circulation time in vivo. These properties make it a promising candidate for improving the efficacy of chemotherapeutic agents and reducing systemic toxicity.

Despite these advancements, challenges remain in the large-scale production and purification of tert-butyl cis-N-(4-aminocyclohexyl)carbamate. Recent efforts have focused on optimizing synthetic routes to improve yield and purity. A 2023 paper in Organic Process Research & Development reported a novel catalytic method that reduced byproduct formation and simplified purification steps. This development is expected to facilitate broader adoption of the compound in industrial settings.

Looking ahead, researchers are exploring the potential of tert-butyl cis-N-(4-aminocyclohexyl)carbamate in emerging fields such as proteolysis-targeting chimeras (PROTACs) and covalent inhibitor design. Preliminary results from ongoing studies suggest that its structural features may be particularly suited for these applications, opening new avenues for drug discovery. As the understanding of its properties and applications continues to grow, this compound is poised to play an increasingly important role in the development of innovative therapeutic strategies.

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