Benzyl cyclohexylcarbamate

Base Information

• Chemical Name: Benzyl cyclohexylcarbamate
• CAS No.: 7107-58-6
• Molecular Formula: C14H19NO2
• Molecular Weight: 233.31
• DSSTox Substance ID: DTXSID20454708
• Nikkaji Number: J651.314J
• Wikidata: Q82276391
• Mol file: 7107-58-6.mol

Synonyms:benzyl cyclohexylcarbamate;7107-58-6;ST51037759;SCHEMBL1424064;DTXSID20454708;Cyclohexylcarbamic acid benzyl ester;AKOS024386448

Chemical Property of Benzyl cyclohexylcarbamate

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 233.141578849
• Heavy Atom Count: 17
• Complexity: 230

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)NC(=O)OCC2=CC=CC=C2

Technology Process of Benzyl cyclohexylcarbamate

There total 40 articles about Benzyl cyclohexylcarbamate 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%

cyclohexylamine (108-91-8,157973-60-9) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl N-cyclohexylcarbamate (7107-58-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

DOI:10.1016/j.tet.2010.08.055

Reference yield: 98.0%

N-hydroxycyclohexanecarboxamide (13810-02-1) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl N-cyclohexylcarbamate (7107-58-6)

Guidance literature:

N-hydroxycyclohexanecarboxamide; With potassium carbonate; In dimethyl sulfoxide; at 90 ℃; for 6h;

benzyl chloroformate; With sodium hydroxide; In water; dimethyl sulfoxide; for 12h;

DOI:10.1039/c6ob01178k

Reference yield: 95.0%

carbon monoxide (201230-82-2) + N-(4-phenylbut-3-yn-1-yl)cyclopropanamine + Cyclohexyl isocyanate (3173-53-3) + benzyl alcohol (100-51-6,185532-71-2) → benzyl N-cyclohexylcarbamate (7107-58-6) + (E)-7-benzylidenehexahydro-3H-pyrrolizin-3-one (122949-20-6)

Guidance literature:

N-(4-phenylbut-3-yn-1-yl)cyclopropanamine; Cyclohexyl isocyanate; In 1,2-dichloro-benzene; at 80 ℃; for 3h; Inert atmosphere;

carbon monoxide; benzyl alcohol; With bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; p-N,N-dimethylaminobenzoic acid; triphenylphosphine; In 1,2-dichloro-benzene; at 130 ℃; for 72h;

DOI:10.1021/jacs.0c08973

upstream raw materials:

cyclohexylamine

benzyl chloroformate

1-benzyloxycarbonyl-1Hbenzo[d][1.2.3]triazole

benzyl alcohol

Downstream raw materials:

(trans)-(4-hydroxy-cyclohexyl)-carbamic acid benzyl ester

cyclohex-1-enyl-carbamic acid benzyl ester

Cyclohexyl isocyanate

N-cyclohexyl-p-toluamide

Refernces

• 1、 Leslie, Alexander,Moody, Thomas S.,Smyth, Megan,Wharry, Scott,Baumann, Marcus. "Coupling biocatalysis with high-energy flow reactions for the synthesis of carbamates and β-amino acid derivatives". supporting information. p. 379 - 384. Retrieved 2021/03/15.
• 2、 Li, Juncheng,Wang, Ting,Zhao, Gaoyuan. "Metal-free Photocatalytic Intermolecular anti-Markovnikov Hydroamination of Unactivated Alkenes". supporting information. p. 2650 - 2654. Retrieved 2021/06/25.