[3-(1S,3R)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester

Base Information

• Chemical Name: [3-(1S,3R)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester
• CAS No.: 1261225-48-2
• Molecular Formula: C₁₉H₂₈N₂O₄
• Molecular Weight: 348.442

Synonyms:[3-(1S,3R)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester

Chemical Property of [3-(1S,3R)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester

Chemical Property:

• Boiling Point: 507.4±40.0 °C(Predicted)
• Density: 1.13±0.1 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

benzylN-[(1R,3S)-3-{[(tert-butoxy)carbonyl]amino}cyclohexyl]carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of [3-(1S,3R)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester

There total 10 articles about [3-(1S,3R)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester 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: 79.0%

(1R,3S)-3-(tert-butoxycarbonylamino)aminocyclohexanecarboxylic acid (222530-39-4,218772-92-0,222530-33-8) + benzyl alcohol (100-51-6,185532-71-2) → [3-(1S,3R)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester (1261225-48-2)

Guidance literature:

(1R,3S)-3-(tert-butoxycarbonylamino)aminocyclohexanecarboxylic acid; With diphenyl phosphoryl azide; triethylamine; In toluene; at 110 ℃; for 2h;

benzyl alcohol; With triethylamine; In toluene; at 80 ℃; for 20h;

Reference yield:

(±)-cis-3-((tert-butoxycarbonyl)amino)-1-benzoxyformamidocyclohexane → [3-(1S,3R)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester (1261225-48-2) + [3-(1R,3S)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester (1261225-49-3)

Guidance literature:

With CHIRALPAK AD column; In hexane; isopropyl alcohol; Resolution of racemate;

Reference yield:

(±)-cis-3-((tert-butoxycarbonyl)amino)-1-benzyloxyformamidocyclohexane → [3-(1S,3R)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester (1261225-48-2) + [3-(1R,3S)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester (1261225-49-3)

Guidance literature:

With Chiralcel OD; In methanol; n-heptane; isopropyl alcohol; Purification / work up; Resolution of racemate;

upstream raw materials:

benzyl chloroformate

N-(3-aminocyclohexyl)(t-butoxy)carboxamide

benzyl alcohol

(±)-cis-3-((tert-butoxycarbonyl)amino)cyclohexanecarboxylic acid

Downstream raw materials:

tert-butyl N-[(1R,3S)-3-aminocyclohexyl]carbamate

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