1-(N-BENZYLOXYCARBONYL)-CIS-CYCLOHEXANE-1,2-DIAMINE

Base Information

• Chemical Name: 1-(N-BENZYLOXYCARBONYL)-CIS-CYCLOHEXANE-1,2-DIAMINE
• CAS No.: 445479-92-5
• Molecular Formula: C₁₄H₂₀N₂O₂
• Molecular Weight: 248.325
• Mol file: 445479-92-5.mol

Synonyms:Carbamicacid, [(1R,2S)-2-aminocyclohexyl]-, phenylmethyl ester, rel- (9CI); 1-(N-Benzyloxycarbonyl)-cis-cyclohexane-1,2-diamine

Chemical Property of 1-(N-BENZYLOXYCARBONYL)-CIS-CYCLOHEXANE-1,2-DIAMINE

Chemical Property:

• PSA: 64.35000
• LogP: 3.27390
• Storage Temp.: 2-8°C

Purity/Quality:

≥95% ^*data from raw suppliers

Benzyl(cis-2-aminocyclohexyl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(N-BENZYLOXYCARBONYL)-CIS-CYCLOHEXANE-1,2-DIAMINE

There total 19 articles about 1-(N-BENZYLOXYCARBONYL)-CIS-CYCLOHEXANE-1,2-DIAMINE 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: 97.0%

benzyl tert-butyl ((1S,2S)-cyclohexane-1,2-diyl)dicarbamate → benzyl N-[(1S,2S)-2-aminocyclohexyl]carbamate (199336-05-5,1353973-30-4,445479-92-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 2h;

DOI:10.1002/ejoc.201403415

Reference yield: 85.0%

(3aR,7aR)-1,3,3a,4,5,6,7,7a-octahydrobenzimidazol-2-one (1257216-04-8) + benzyl alcohol (100-51-6,185532-71-2) → benzyl N-[(1R,2R)-2-aminocyclohexyl]carbamate (142350-85-4,1353973-30-4,445479-92-5)

Guidance literature:

(3aR,7aR)-1,3,3a,4,5,6,7,7a-octahydrobenzimidazol-2-one; benzyl alcohol; With methanesulfonic acid; at 80 ℃; for 0.166667h;

With sodium carbonate; In water;

DOI:10.1021/jo101723v

Reference yield: 82.0%

(1R,2R)-1,2-diaminocyclohexane (20439-47-8) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl N-[(1R,2R)-2-aminocyclohexyl]carbamate (142350-85-4,1353973-30-4,445479-92-5)

Guidance literature:

In 1,2-dimethoxyethane; ethanol; water; at 20 - 40 ℃; for 0.25h; pH=5;

DOI:10.1016/j.bmcl.2021.127834

upstream raw materials:

(1R,2R)-1,2-diaminocyclohexane

benzyl chloroformate

(3aR,7aR)-1,3,3a,4,5,6,7,7a-octahydrobenzimidazol-2-one

benzyl alcohol