Methyl 2-benzylsulfonylacetate

Base Information

• Chemical Name: Methyl 2-benzylsulfonylacetate
• CAS No.: 29771-82-2
• Molecular Formula: C10H12O4S
• Molecular Weight: 228.269
• DSSTox Substance ID: DTXSID90456951
• Wikidata: Q82279595
• Mol file: 29771-82-2.mol

Synonyms:Methyl 2-benzylsulfonylacetate;29771-82-2;Methyl2-benzylsulfonylacetate;SCHEMBL830997;DTXSID90456951;Methyl (phenylmethanesulfonyl)acetate

Chemical Property of Methyl 2-benzylsulfonylacetate

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 228.04563003
• Heavy Atom Count: 15
• Complexity: 296

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CS(=O)(=O)CC1=CC=CC=C1

Technology Process of Methyl 2-benzylsulfonylacetate

There total 4 articles about Methyl 2-benzylsulfonylacetate 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%

methanol (67-56-1) + (benzylsulfonyl)acetic acid (28203-59-0) → phenylmethanesulfonylacetic acid methyl ester (29771-82-2)

Guidance literature:

With sulfuric acid; Heating;

DOI:10.1002/jhet.5570420116

Reference yield: 59.0%

methyl (benzylthio)acetate (17277-59-7) → phenylmethanesulfonylacetic acid methyl ester (29771-82-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.75h;

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → phenylmethanesulfonylacetic acid methyl ester (29771-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc iodide / CH₂Cl₂ / 0.75 h / Ambient temperature

2: 59 percent / MCPBA / CH₂Cl₂ / 0.75 h / 0 °C

With 3-chloro-benzenecarboperoxoic acid; zinc(II) iodide; In dichloromethane;

upstream raw materials:

methyl (benzylthio)acetate

methanol

benzyl 2,2,2-trifluoroethyl sulfonate

(benzylsulfonyl)acetic acid

Downstream raw materials:

Methyl-α-benzylsulfonyl-α-brom-acetat

Diazo-phenylmethanesulfonyl-acetic acid methyl ester

phenylmethanesulfonyl-acetic acid hydrazide

benzyl dichloromethyl sulfone

Refernces

• 1、 Padmavathi,Sudhakar Reddy,Padmaja,Kondaiah,Ali-Shazia. "Synthesis, antimicrobial and cytotoxic activities of 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazoles". experimental part. p. 2106 - 2112. Retrieved 2009/09/25.
• 2、 Padmavathi,Reddy, B. Chandra Obula,Subbaiah, D. R. C. Venkata,Padmaja. "Sulfonyl acetic acids - Source for substituted 2-oxazolines". . p. 2456 - 2458. Retrieved 2007/10/03.