Cas no 149423-70-1 (Benzyl cis-4-aminocyclohexylcarbamate)

Benzyl cis-4-aminocyclohexylcarbamate is a cyclohexyl-based carbamate derivative with a benzyl protecting group, commonly utilized in organic synthesis and pharmaceutical research. Its cis-configuration provides steric specificity, making it valuable for constructing chiral intermediates or peptidomimetics. The compound's stability under mild conditions and selective reactivity facilitate controlled functionalization, particularly in amine protection strategies. The benzyl group allows for straightforward deprotection via hydrogenolysis, offering versatility in multi-step syntheses. Its structural rigidity and defined stereochemistry enhance its utility in designing bioactive molecules or catalysts. This reagent is particularly advantageous for applications requiring precise stereocontrol and controlled amine release in complex synthetic pathways.
Benzyl cis-4-aminocyclohexylcarbamate structure
149423-70-1 structure
Product Name:Benzyl cis-4-aminocyclohexylcarbamate
CAS No:149423-70-1
MF:C14H20N2O2
MW:248.320803642273
MDL:MFCD06657668
CID:135861
PubChem ID:18650082
Update Time:2025-11-02

Benzyl cis-4-aminocyclohexylcarbamate Chemical and Physical Properties

Names and Identifiers

    • Benzyl (cis-4-aminocyclohexyl)carbamate
    • Benzyl (1S,4S)-4-Aminocyclohexylcarbamate
    • BENZYL CIS-4-AMINOCYCLOHEXYLCARBAMATE
    • 1-N-CBZ-CIS-1,4-CYCLOHEXYLDIAMINE
    • Carbamic acid,(cis-4-aminocyclohexyl)-, phenylmethyl ester (9CI)
    • cis-(4-amino-cyclohexyl)-carbamic acid benzyl ester
    • CIS-1-N-CBZ-1,4-CYCLOHEXYLDIAMINE
    • cis-N-Cbz-1,4-cyclohexanediamine
    • Benzyl (cis-4-aminocyclohexyl)
    • Trans-1N-Cbz-cyclohexane-1,4-diaMine
    • cis-4-(BenzyloxycarbonylaMino)cyclohexylaMine, 97%
    • Benzyl (trans-4-aminocyclohexyl)carbamate
    • n-cbz-trans-1,4-cyclohexanediamine
    • (4-Amino-cyclohexyl)-carbamic acid benzyl ester
    • benzyl (4-aminocyclohexyl)carbamate
    • 1-n-cbz-trans-1,4-cyclohexyldiamine
    • Benzyl ((1r,4r)-4-aminocyclohexyl)carbamate
    • benzyl trans-4-aminocyclohexylcarbam
    • benzyl (1r,4r)-4-aminocyclohexylcarbamate
    • 149423-77-8
    • DS-18167
    • Carbamic acid, N-(trans-4-aminocyclohexyl)-, phenylmethyl ester
    • AKOS015913670
    • AKOS017344480
    • CS-0449918
    • DTXSID60933643
    • SY112786
    • CS-11595
    • SCHEMBL880579
    • Benzyl trans-(4-aminocyclohexyl)carbamate
    • SCHEMBL1192792
    • (1R,4R)-(4-Amino-cyclohexyl)-carbamic acid benzyl ester
    • JQVBZZUMWRXDSQ-JOCQHMNTSA-N
    • cis-N-Cbz-1 pound not4-cyclohexanediamine
    • (trans)-(4-Aminocyclohexyl)carbamic acid phenylmethyl ester
    • Q-102412
    • SB11914
    • SY025971
    • ZFA42377
    • benzyl N-[(1r,4r)-4-aminocyclohexyl]carbamate
    • Carbamic acid, (4-aminocyclohexyl)-, phenylmethyl ester, trans-
    • benzyl N-[trans-4-aminocyclohexyl]carbamate
    • F52830
    • FT-0702755
    • benzyl N-(4-aminocyclohexyl)carbamate
    • JQVBZZUMWRXDSQ-UHFFFAOYSA-N
    • CJA01799
    • JQVBZZUMWRXDSQ-BETUJISGSA-N
    • AM100540
    • benzyl trans-4-aminocyclohexylcarbamate
    • FT-0764113
    • 227017-99-4
    • MFCD03839901
    • Benzyl(trans-4-aminocyclohexyl)carbamate
    • CS-W022586
    • SCHEMBL760630
    • Carbamic acid, N-(cis-4-aminocyclohexyl)-, phenylmethyl ester
    • (cis-4-amino-cyclohexyl)-carbamic acid benzyl ester
    • Benzyl hydrogen (4-aminocyclohexyl)carbonimidate
    • cis-4-(Benzyloxycarbonylamino)cyclohexylamine
    • FT-0652421
    • AKOS015836900
    • AC-9237
    • MFCD06657668
    • GS-6469
    • benzyl ((1s,4s)-4-aminocyclohexyl)carbamate
    • (4-Aminocyclohexyl)carbamic acid benzyl ester
    • Carbamic acid, (4-aminocyclohexyl)-, phenylmethyl ester, cis-
    • A808888
    • trans-N-Cbz-1,4-cyclohexanediamine
    • Carbamic acid, (4-aminocyclohexyl)-, phenylmethyl ester (9CI)
    • J-520063
    • 149423-70-1
    • C14H20N2O2
    • 1-Cbz-amino-4-aminocyclohexane
    • (1R,4R)- (4-Amino-cyclohexyl)-carbamic acid benzyl ester
    • trans-4-(Benzyloxycarbonylamino)cyclohexylamine
    • CS-W003299
    • Carbamic acid,(cis-4-aminocyclohexyl)-,phenylmethyl ester(9ci)
    • AM100269
    • DB-012575
    • 4-Amino-1-(Cbz-amino)-cyclohexane
    • DB-208343
    • Benzyl(4-aminocyclohexyl)carbamate
    • BENZYL N-[(1S,4S)-4-AMINOCYCLOHEXYL]CARBAMATE
    • Benzyl cis-4-aminocyclohexylcarbamate
    • MDL: MFCD06657668
    • Inchi: 1S/C14H20N2O2/c15-12-6-8-13(9-7-12)16-14(17)18-10-11-4-2-1-3-5-11/h1-5,12-13H,6-10,15H2,(H,16,17)
    • InChI Key: JQVBZZUMWRXDSQ-UHFFFAOYSA-N
    • SMILES: O(CC1C=CC=CC=1)C(NC1CCC(CC1)N)=O

Computed Properties

  • Exact Mass: 248.15200
  • Monoisotopic Mass: 248.152477885g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 4
  • Complexity: 257
  • 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: 64.4
  • XLogP3: 1.8

Experimental Properties

  • Color/Form: Sticky Oil to Semi-Solid
  • Boiling Point: 409.5±44.0℃ at 760 mmHg
  • Refractive Index: 1.562
  • PSA: 64.35000
  • LogP: 3.27390

Benzyl cis-4-aminocyclohexylcarbamate Security Information

Benzyl cis-4-aminocyclohexylcarbamate 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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abcr
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cis-1-N-Cbz-1,4-cyclohexyldiamine; .
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Benzyl cis-4-aminocyclohexylcarbamate Production Method

Additional information on Benzyl cis-4-aminocyclohexylcarbamate

Benzyl cis-4-aminocyclohexylcarbamate (CAS No. 149423-70-1): A Comprehensive Overview

Benzyl cis-4-aminocyclohexylcarbamate (CAS No. 149423-70-1) is a specialized organic compound with significant applications in pharmaceutical and chemical research. This compound, often referred to as cis-4-aminocyclohexyl benzylcarbamate, belongs to the class of carbamate derivatives, which are widely studied for their bioactive properties. Its unique structural features, including the cis-4-aminocyclohexyl moiety, make it a valuable intermediate in drug discovery and development.

The chemical structure of Benzyl cis-4-aminocyclohexylcarbamate consists of a benzyl group attached to a carbamate functional group, which is further linked to a cis-4-aminocyclohexyl ring. This configuration imparts specific steric and electronic properties, influencing its reactivity and interaction with biological targets. Researchers are particularly interested in this compound due to its potential role in modulating enzyme activity and receptor binding, making it a subject of ongoing studies in medicinal chemistry.

One of the key areas where Benzyl cis-4-aminocyclohexylcarbamate finds application is in the synthesis of novel therapeutic agents. Its carbamate group is known for its stability and ability to act as a prodrug, releasing active amines under physiological conditions. This property is leveraged in the design of drugs targeting neurological disorders, pain management, and inflammation. Recent trends in drug development emphasize the need for safer and more effective prodrugs, positioning this compound as a promising candidate.

In addition to its pharmaceutical applications, Benzyl cis-4-aminocyclohexylcarbamate is also utilized in material science. Its rigid cyclohexyl ring and functional groups make it a suitable building block for polymers and coatings with enhanced thermal and mechanical properties. With the growing demand for high-performance materials in industries such as aerospace and electronics, this compound is gaining attention for its potential to contribute to advanced material formulations.

The synthesis of Benzyl cis-4-aminocyclohexylcarbamate typically involves the reaction of cis-4-aminocyclohexanol with benzyl chloroformate under controlled conditions. This process yields high purity product, which is essential for research and industrial applications. Quality control measures, such as HPLC and NMR spectroscopy, are employed to ensure the compound meets stringent standards. Researchers are also exploring greener synthetic routes to align with the global push for sustainable chemistry practices.

Market dynamics for Benzyl cis-4-aminocyclohexylcarbamate reflect its niche but growing demand. Pharmaceutical companies and research institutions are the primary consumers, driven by the need for innovative drug intermediates. The compound’s versatility and potential for customization make it a valuable asset in the competitive landscape of drug development. Analysts predict steady growth in its market share, particularly as more applications are discovered and patented.

Safety and handling of Benzyl cis-4-aminocyclohexylcarbamate are critical considerations. While it is not classified as a hazardous material, standard laboratory precautions, such as the use of gloves and eye protection, are recommended. Proper storage in a cool, dry place ensures its stability over time. These guidelines are in line with industry best practices for handling chemical reagents, ensuring both user safety and product integrity.

In conclusion, Benzyl cis-4-aminocyclohexylcarbamate (CAS No. 149423-70-1) is a compound of significant interest in both pharmaceutical and material science fields. Its unique properties and applications underscore its importance in modern research and industry. As scientific advancements continue, this compound is poised to play a pivotal role in the development of next-generation therapeutics and materials.

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