benzyl N-[(2S)-1-(methanesulfonyloxy)-3-methylbutan-2-yl]carbamate

Base Information

• Chemical Name: benzyl N-[(2S)-1-(methanesulfonyloxy)-3-methylbutan-2-yl]carbamate
• CAS No.: 1027832-78-5
• Molecular Formula: C₁₄H₂₁NO₅S
• Molecular Weight: 315.39
• Mol file: 1027832-78-5.mol

Synonyms:benzyl N-[(2S)-1-(methanesulfonyloxy)-3-methylbutan-2-yl]carbamate

Chemical Property of benzyl N-[(2S)-1-(methanesulfonyloxy)-3-methylbutan-2-yl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl N-[(2S)-1-(methanesulfonyloxy)-3-methylbutan-2-yl]carbamate

There total 7 articles about benzyl N-[(2S)-1-(methanesulfonyloxy)-3-methylbutan-2-yl]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: 77.0%

N-benzyloxycarbonyl-L-valinol (6216-65-5) + methanesulfonyl chloride (124-63-0) → benzyl N-[(2S)-1-(methanesulfonyloxy)-3-methylbutan-2-yl]carbamate (1027832-78-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.tetasy.2009.07.045

Reference yield:

(S)-valinol (2026-48-4,473-75-6) → benzyl N-[(2S)-1-(methanesulfonyloxy)-3-methylbutan-2-yl]carbamate (1027832-78-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaHCO₃ / CH₂Cl₂ / 2 h / Ambient temperature

2: triethylamine / toluene / 0.17 h

With sodium hydrogencarbonate; triethylamine; In dichloromethane; toluene;

DOI:10.1021/ja00039a010

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → benzyl N-[(2S)-1-(methanesulfonyloxy)-3-methylbutan-2-yl]carbamate (1027832-78-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaHCO₃ / CH₂Cl₂ / 2 h / Ambient temperature

2: triethylamine / toluene / 0.17 h

With sodium hydrogencarbonate; triethylamine; In dichloromethane; toluene;

DOI:10.1021/ja00039a010

upstream raw materials:

N-benzyloxycarbonyl-L-valinol

methanesulfonyl chloride

(S)-valinol

benzyl chloroformate

Downstream raw materials:

(S)-3-methyl-2-<(benzyloxycarbonyl)amino>butyl azide

(S)-2-<(benzyloxycarbonyl)amino>-3-methylbutyl ethanethioate

(R)-benzyl 1-cyano-3-methylbutan-2-yl carbamate

(S)-2-benzyloxycarbonylamino-3-methylbutane-1-sulfonyl chloride