methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate

Base Information

• Chemical Name: methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate
• CAS No.: 1259278-13-1
• Molecular Formula: C₁₆H₂₂N₂O₄
• Molecular Weight: 306.362
• Mol file: 1259278-13-1.mol

Synonyms:methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate

Chemical Property of methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate

There total 8 articles about methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]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: 89.0%

benzyl N-[(1S,3R)-3-aminocyclohexyl]carbamate (1259278-12-0,1223158-00-6,1261225-45-9) + methyl chloroformate (79-22-1) → methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate (1259278-13-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

CH2Cl2:EtOAc + benzyl N-[(1S,3R)-3-aminocyclohexyl]carbamate (1259278-12-0,1223158-00-6,1261225-45-9) + methyl chloroformate (79-22-1) → methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate (1259278-13-1)

Guidance literature:

With triethylamine; In tetrahydrofuran;

Reference yield:

benzyl N-[(1S,3R)-3-carbamoylcyclohexyl]carbamate (1259278-11-9) → methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate (1259278-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-[(trifluoroacetoxy)iodo]benzene / water; acetonitrile / 20 °C

2: triethylamine / tetrahydrofuran / 1 h / 20 °C

With triethylamine; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; water; acetonitrile;

upstream raw materials:

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

methyl chloroformate

(1S,3R)-3-ethoxycarbonylcyclohexane-1-carboxylic acid

ethyl (1R,3S)-3-benzyloxycarbonylaminocyclohexane-1-carboxylate

Downstream raw materials:

methyl N-[(1R,3S)-3-[[2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-yl]amino]cyclohexyl]carbamate hydrochloride