Benzyl (3-hydroxycyclohexyl)carbamate

Base Information

• Chemical Name: Benzyl (3-hydroxycyclohexyl)carbamate
• CAS No.: 955406-36-7
• Molecular Formula: C₁₄H₁₉NO₃
• Molecular Weight: 249.31
• DSSTox Substance ID: DTXSID40560799
• Mol file: 955406-36-7.mol

Synonyms:Benzyl (3-hydroxycyclohexyl)carbamate;955406-36-7;3-N-Cbz-Aminocyclohexanol;benzyl N-(3-hydroxycyclohexyl)carbamate;Benzyl 3-hydroxycyclohexylcarbamate;Benzyl(3-hydroxycyclohexyl)carbamate;750649-40-2;cis benzyl (3-hydroxycyclohexyl)carbamate;benzyl (1R,3R)-(3-hydroxycyclohexyl)carbamate;(3-Hydroxy-cyclohexyl)-carbamic acid benzyl ester;benzyl N-[cis-3-hydroxycyclohexyl]carbamate;BENZYL N-[(1R,3R)-3-HYDROXYCYCLOHEXYL]CARBAMATE;1931963-10-8;MFCD23378488;MFCD28902158;SCHEMBL2206808;AMY2415;DTXSID40560799;FYIZIYCXUSGNLZ-UHFFFAOYSA-N;AB6203;MFCD08061945;(1S,3R)-3-(Cbz-amino)cyclohexanol;AKOS023600060;SB75287;SB75288;SB75289;SB75290;DS-10122;SY312693;SY344243;CS-0037998;EN300-268970;A898013

Chemical Property of Benzyl (3-hydroxycyclohexyl)carbamate

Chemical Property:

• Storage Temp.: Sealed in dry,Room Temperature
• 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:

97% ^*data from raw suppliers

Benzyl(3-hydroxycyclohexyl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC(C1)O)NC(=O)OCC2=CC=CC=C2

Technology Process of Benzyl (3-hydroxycyclohexyl)carbamate

There total 1 articles about Benzyl (3-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: 88.0%

3-aminocyclohexanol (6850-39-1) + benzyl chloroformate (501-53-1,94274-21-2) → (3-hydroxycyclohexyl)carbamic acid benzyl ester (955406-36-7,750649-39-9,750649-44-6)

Guidance literature:

With potassium carbonate; In water; ethyl acetate; at 20 ℃; for 12h;

Reference yield: 90.3%

2,2-difluoro-2-(fluorosulfonyl)acetic acid (1717-59-5) + (3-hydroxycyclohexyl)carbamic acid benzyl ester (955406-36-7,750649-39-9,750649-44-6) → benzyl (3-(difluoromethoxy)cyclohexyl)carbamate

Guidance literature:

With copper(l) iodide; In acetonitrile; at 50 ℃; for 1.25h;

DOI:10.1021/acs.joc.6b00628

Reference yield: 82.0%

(3-hydroxycyclohexyl)carbamic acid benzyl ester (955406-36-7,750649-39-9,750649-44-6) → benzyl (3-oxocyclohexyl)carbamate (320590-29-2)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 12h;

upstream raw materials:

3-aminocyclohexanol

benzyl chloroformate

Downstream raw materials:

benzyl (3-oxocyclohexyl)carbamate

((1R,3S)-3-hydroxycyclohexyl)carbamic acid benzyl ester

((1S,3R)-3-hydroxycyclohexyl)carbamic acid benzyl ester

(+/-)-cis-(3-hydroxycyclohexyl)carbamic acid benzyl ester