(1R,2S)-ethyl 2-chloro-1-methyl-2-((R)-p-tolylsulfinyl)cyclopropanecarboxylate

Base Information

• Chemical Name: (1R,2S)-ethyl 2-chloro-1-methyl-2-((R)-p-tolylsulfinyl)cyclopropanecarboxylate
• CAS No.: 1356563-72-8
• Molecular Formula: C₁₄H₁₇ClO₃S
• Molecular Weight: 300.806
• Mol file: 1356563-72-8.mol

Synonyms:(1R,2S)-ethyl 2-chloro-1-methyl-2-((R)-p-tolylsulfinyl)cyclopropanecarboxylate

Chemical Property of (1R,2S)-ethyl 2-chloro-1-methyl-2-((R)-p-tolylsulfinyl)cyclopropanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S)-ethyl 2-chloro-1-methyl-2-((R)-p-tolylsulfinyl)cyclopropanecarboxylate

There total 1 articles about (1R,2S)-ethyl 2-chloro-1-methyl-2-((R)-p-tolylsulfinyl)cyclopropanecarboxylate 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: 99.0%

(-)-(R)-dichloromethyl p-tolyl sulfoxide (123849-08-1) + methyl methacrylate (97-63-2,9003-42-3) → (1R,2S)-ethyl 2-chloro-1-methyl-2-((R)-p-tolylsulfinyl)cyclopropanecarboxylate (1356563-72-8)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -85 - 20 ℃; optical yield given as %ee; Inert atmosphere;

DOI:10.1016/j.tet.2011.11.085

Reference yield:

(1R,2S)-ethyl 2-chloro-1-methyl-2-((R)-p-tolylsulfinyl)cyclopropanecarboxylate (1356563-72-8) → C12H15ClO2S

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; for 2.08333h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2011.11.085

Reference yield:

(1R,2S)-ethyl 2-chloro-1-methyl-2-((R)-p-tolylsulfinyl)cyclopropanecarboxylate (1356563-72-8) → 1-{(R)-[(1S,2S)-1-chloro-2-(iodomethyl)-2-methylcyclopropyl]sulfinyl}-4-methylbenzene

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / tetrahydrofuran; methanol

2: triphenylphosphine; iodine; 1H-imidazole / chloroform / 0.17 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; iodine; triphenylphosphine; In tetrahydrofuran; methanol; chloroform;

DOI:10.1016/j.tet.2015.02.059

upstream raw materials:

(-)-(R)-dichloromethyl p-tolyl sulfoxide

methyl methacrylate

Downstream raw materials:

1-{(R)-[(1S,2R)-2-(benzyloxymethyl)-1-chloro-2-methylcyclopropyl]sulfinyl}-4-methylbenzene