Benzyl [4-(methanesulfinyl)-3-oxobutyl]carbamate

Base Information

• Chemical Name: Benzyl [4-(methanesulfinyl)-3-oxobutyl]carbamate
• CAS No.: 54755-78-1
• Molecular Formula: C₁₃H₁₇NO₄S
• Molecular Weight: 283.348
• DSSTox Substance ID: DTXSID20492948
• Mol file: 54755-78-1.mol

Synonyms:54755-78-1;Benzyl [4-(methanesulfinyl)-3-oxobutyl]carbamate;DTXSID20492948

Chemical Property of Benzyl [4-(methanesulfinyl)-3-oxobutyl]carbamate

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 283.08782920
• Heavy Atom Count: 19
• Complexity: 327

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)CC(=O)CCNC(=O)OCC1=CC=CC=C1

Technology Process of Benzyl [4-(methanesulfinyl)-3-oxobutyl]carbamate

There total 2 articles about Benzyl [4-(methanesulfinyl)-3-oxobutyl]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:

benzyl chloroformate (501-53-1,94274-21-2) → N-Benzyloxycarbonyl-4-amino-1-methylsulfinyl-2-butanone (54755-78-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N

2: NaH

With sodium hydride; triethylamine;

DOI:10.1021/ja00836a021

Reference yield:

N-benzyloxycarbonyl-3-aminopropionic acid methyl ester (54755-77-0) + dimethyl sulfoxide (67-68-5,8070-53-9) → N-Benzyloxycarbonyl-4-amino-1-methylsulfinyl-2-butanone (54755-78-1)

Guidance literature:

With sodium hydride;

DOI:10.1021/ja00836a021

Reference yield:

N-Benzyloxycarbonyl-4-amino-1-methylsulfinyl-2-butanone (54755-78-1) → (4-Bromo-4-methanesulfinyl-3-oxo-butyl)-carbamic acid benzyl ester (81323-55-9)

Guidance literature:

With N-Bromosuccinimide; In acetone; for 0.0833333h; Ambient temperature;

DOI:10.1055/s-1982-29691

upstream raw materials:

N-benzyloxycarbonyl-3-aminopropionic acid methyl ester

dimethyl sulfoxide

benzyl chloroformate

Downstream raw materials:

(4-Bromo-4-methanesulfinyl-3-oxo-butyl)-carbamic acid benzyl ester

Methyl N-benzyloxycarbonyl-4-amino-2-oxobutanoate