(5S)-5-methyl-3-[(2S)-oxiran-2-ylmethyl]-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one

Base Information

• Chemical Name: (5S)-5-methyl-3-[(2S)-oxiran-2-ylmethyl]-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one
• CAS No.: 1030854-20-6
• Molecular Formula: C₁₄H₁₆O₃S
• Molecular Weight: 264.345
• Mol file: 1030854-20-6.mol

Synonyms:(5S)-5-methyl-3-[(2S)-oxiran-2-ylmethyl]-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one

Chemical Property of (5S)-5-methyl-3-[(2S)-oxiran-2-ylmethyl]-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5S)-5-methyl-3-[(2S)-oxiran-2-ylmethyl]-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one

There total 2 articles about (5S)-5-methyl-3-[(2S)-oxiran-2-ylmethyl]-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one 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: 55.0%

(5S)-3-allyl-5-methyl-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one (1030854-19-3) → (5S)-5-methyl-3-[(2S)-oxiran-2-ylmethyl]-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one (1030854-20-6)

Guidance literature:

With methanesulfonamide; AD-mix-β; In water; tert-butyl alcohol; at 0 ℃; for 24h;

DOI:10.1002/ejoc.200700930

Reference yield: 50.0%

(S)-epichlorohydrin (67843-74-7,24969-06-0,13403-37-7) + (5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one (184435-75-4) → (5S)-5-methyl-3-[(2S)-oxiran-2-ylmethyl]-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one (1030854-20-6)

Guidance literature:

(5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one; With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 0.5h;

(S)-epichlorohydrin; With sodium iodide; In tetrahydrofuran; at 80 ℃; for 2h;

DOI:10.1002/ejoc.200700930

Reference yield:

(5S)-5-methyl-3-[(2S)-oxiran-2-ylmethyl]-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one (1030854-20-6) → C14H16O4S

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1002/ejoc.200700930

upstream raw materials:

(5S)-3-allyl-5-methyl-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one

(S)-epichlorohydrin

(5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one