Benzyl (4-hydroxycyclohexyl)carbamate

Base Information

• Chemical Name: Benzyl (4-hydroxycyclohexyl)carbamate
• CAS No.: 16801-62-0
• Molecular Formula: C₁₄H₁₉NO₃
• Molecular Weight: 249.31
• Hs Code.: 2924297099
• European Community (EC) Number: 625-129-5
• Nikkaji Number: J3.275.002H
• Wikidata: Q106902740
• Mol file: 16801-62-0.mol

Synonyms:16801-62-0;27489-63-0;Benzyl (4-hydroxycyclohexyl)carbamate;Benzyl (trans-4-hydroxycyclohexyl)carbamate;N-Cbz-4-hydroxycyclohexane;N-CBZ-4-AMINO-CYCLOHEXANOL;Benzyl N-(4-hydroxycyclohexyl)carbamate;trans-4-(Cbz-amino)cyclohexanol;trans-4-Cbz-aminophenol;(4-Hydroxy-cyclohexyl)-carbamic acid benzyl ester;4-(Z-amino)cyclohexanol;benzyl 4-hydroxycyclohexylcarbamate;4-(Benzyloxycarbonylamino)cyclohexanol;MFCD00158431;MFCD02728352;BENZYL N-[(1R,4R)-4-HYDROXYCYCLOHEXYL]CARBAMATE;SCHISANTHERINA;trans-1-Cbz-amino-4-hydroxycyclohexane;Benzyl(trans-4-hydroxycyclohexyl)carbamate;SCHEMBL761181;SCHEMBL851220;cis-N-Cbz-4-aminocyclohexanol;SCHEMBL9555876;N-Cbz-trans-4-aminocyclohexanol;SCHEMBL12637080;SCHEMBL14959249;4-(Z-amino)cyclohexanol, 97%;AMY5110;JNPBKQOVSMBPGE-BETUJISGSA-N;JNPBKQOVSMBPGE-JOCQHMNTSA-N;JNPBKQOVSMBPGE-UHFFFAOYSA-N;BCP31037;Carbamic acid, (trans-4-hydroxycyclohexyl)-, phenylmethyl ester;CBA48963;Trans-4-(Cbz-amino)cyclohexan-1-ol;TRANS-4-CBZ-AMINOCYCLOHEXANOL;AKOS005254444;AKOS016011007;DS-4330;benzyl cis-4-hydroxycyclohexyl carbamate;AC-24622;AS-11262;SY020494;Trans-4-benzyloxycarbonylaminocyclohexanol;A3720;benzyl (1r,4r)-4-hydroxycyclohexylcarbamate;CS-0036513;CS-0109145;FT-0630051;FT-0751273;N-benzyloxycarbonyl-trans-4-aminocyclohexanol;(4-Hydroxycyclclohexyl)carbamic acid benzyl ester;EN300-7006885;EN300-7164210;EN300-7250223;((4-Hydroxycyclohexyl)carbamic acid benzyl ester);A876912;benzyl N-[(1s,4s)-4-hydroxycyclohexyl]carbamate;Q-102398;trans-4-Hydroxy-cyclohexylcarbamic acid benzyl ester;(1r,4r)-(4-hydroxycyclohexyl)carbamic acid benzyl ester;trans-(4-hydroxy-cyclohexyl)-carbamic acid benzyl ester;Carbamic acid,N-(trans-4-hydroxycyclohexyl)-,phenylmethyl ester;Carbamic acid,N-(trans-4-hydroxycyclohexyl)-, phenylmethyl ester

Chemical Property of Benzyl (4-hydroxycyclohexyl)carbamate

Chemical Property:

• Vapor Pressure: 4.51E-08mmHg at 25°C
• Melting Point: 161-165 °C
• Refractive Index: 1.56
• Boiling Point: 427.6 °C at 760 mmHg
• Flash Point: 212.4 °C
• PSA: 58.56000
• Density: 1.17 g/cm³
• LogP: 2.60720
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 249.13649347
• Heavy Atom Count: 18
• Complexity: 256

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzyl(trans-4-Hydroxycyclohexyl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CCC1NC(=O)OCC2=CC=CC=C2)O

Technology Process of Benzyl (4-hydroxycyclohexyl)carbamate

There total 8 articles about Benzyl (4-hydroxycyclohexyl)carbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

benzyl chloroformate (501-53-1,94274-21-2) + trans-4-hydroxycyclohexylamine hydrochloride → (trans)-(4-hydroxy-cyclohexyl)-carbamic acid benzyl ester (27489-63-0,149423-75-6,16801-62-0)

Guidance literature:

With sodium carbonate; In dichloromethane; at 0 ℃;

DOI:10.1016/j.bmc.2010.04.001

Reference yield: 90.0%

p-hydroxycyclohexylamine (6850-65-3) + benzyl chloroformate (501-53-1,94274-21-2) → (trans)-(4-hydroxy-cyclohexyl)-carbamic acid benzyl ester (27489-63-0,149423-75-6,16801-62-0)

Guidance literature:

With sodium hydrogencarbonate; In water; at 45 ℃; for 1.5h;

Reference yield: 27.0%

trans-4-hydroxycyclohexylamine (27489-62-9) + benzyl chloroformate (501-53-1,94274-21-2) → (trans)-(4-hydroxy-cyclohexyl)-carbamic acid benzyl ester (27489-63-0,149423-75-6,16801-62-0)

Guidance literature:

With triethylamine; In dichloromethane;

upstream raw materials:

p-hydroxycyclohexylamine

benzyl chloroformate

benzyl N-cyclohexylcarbamate

trans-4-aminocyclohexan-1-ol

Downstream raw materials:

γ-(carbamic acid benzyl ester)-ε-caprolactone

cis-4-nitrocyclohexanamine monohydrobromide

trans-4-nitrocyclohexanamine monohydrobromide

cis-4-nitrocyclohexanol

Refernces

• 1、 -. "FLT3 INHIBITORS AND USES THEREOF". Paragraph 00693-00694. . Retrieved 2014/12/12.
• 2、 Büttner, Anita,Cottin, Thomas,Xu, Jing,Tzagkaroulaki, Lito,Giannis, Athanassios. "Serotonin derivatives as a new class of non-ATP-competitive receptor tyrosine kinase inhibitors". experimental part. p. 3387 - 3402. Retrieved 2010/10/03.