Benzyl (2-hydroxycyclohexyl)carbamate

Base Information

• Chemical Name: Benzyl (2-hydroxycyclohexyl)carbamate
• CAS No.: 92645-06-2
• Molecular Formula: C14H19NO3
• Molecular Weight: 249.30600
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID50563993
• Mol file: 92645-06-2.mol

Synonyms:92645-06-2;benzyl (2-hydroxycyclohexyl)carbamate;benzyl N-(2-hydroxycyclohexyl)carbamate;2-N-CBZ-AMINO-CYCLOHEXANOL;benzyl 2-hydroxycyclohexylcarbamate;Benzyl ((1R,2S)-2-hydroxycyclohexyl)carbamate;SCHEMBL760437;DTXSID50563993;IDQLGJJPYSFXPM-UHFFFAOYSA-N;benzyl(2-hydroxycyclohexyl)carbamate;MFCD08061948;AKOS011651038;CS-0258991;(2-Hydroxycyclohexyl)carbaMic acid benzyl ester;EN300-7198753

Chemical Property of Benzyl (2-hydroxycyclohexyl)carbamate

Chemical Property:

• PSA: 58.56000
• 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: 264

Purity/Quality:

99% ^*data from raw suppliers

Benzyl(2-hydroxycyclohexyl)carbamate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(C1)NC(=O)OCC2=CC=CC=C2)O

Technology Process of Benzyl (2-hydroxycyclohexyl)carbamate

There total 11 articles about Benzyl (2-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: 99.0%

→ (+/-)-cis-benzyl N-(2-hydroxycyclohexyl)carbamate (92645-06-2,134070-85-2,134108-76-2)

Guidance literature:

Reference yield: 96.0%

benzyloxycarbonylamino-4-chlorobenzoate (1262306-22-8) + cyclohexene (110-83-8) → (+/-)-cis-benzyl N-(2-hydroxycyclohexyl)carbamate (92645-06-2,134070-85-2,134108-76-2)

Guidance literature:

benzyloxycarbonylamino-4-chlorobenzoate; With osmium(VIII) oxide; In tert-butyl alcohol; at 20 ℃; for 0.166667h;

cyclohexene; In water; tert-butyl alcohol; at 20 ℃; for 3h;

DOI:10.1021/jo1018816

Reference yield:

(+/-)-trans-2-aminocyclohexanol (931-16-8,6850-38-0,6982-39-4,33092-82-9,38898-70-3,74111-21-0,108267-20-5,931-15-7) + benzyl chloroformate (501-53-1,94274-21-2) → (+/-)-trans-2-(N-benzyloxycarbonyl)aminocyclohexanol (92645-06-2,134070-85-2,134108-76-2)

Guidance literature:

DOI:10.1021/ja01600a042

upstream raw materials:

cis-2-amino-cyclohexanol-⁽¹⁾

benzyl chloroformate

benzyloxycarbonylamino-4-chlorobenzoate

cyclohexene

Downstream raw materials:

(+/-)-3-oxo-(3ar,7ac)-hexahydro-benzoxazole-3-carboxylic acid benzyl ester

hexahydro-benzooxazole-3-carboxylic acid benzyl ester

hexahydro-spiro[benzooxazole-2,1'-cyclohexane]-3-carboxylic acid benzyl ester

2-phenyl-(3ar,7ac)-hexahydro-benzooxazole-3-carboxylic acid benzyl ester