1,4-Cyclohexanediol, 3-methoxy-2-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-[(phen ylsulfinyl)methyl]-, (1R,2S,3S,4R)-

Base Information

• Chemical Name: 1,4-Cyclohexanediol, 3-methoxy-2-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-[(phen ylsulfinyl)methyl]-, (1R,2S,3S,4R)-
• CAS No.: 592517-32-3
• Molecular Formula: C22H32O5S
• Molecular Weight: 408.559
• Mol file: 592517-32-3.mol

Synonyms:

Chemical Property of 1,4-Cyclohexanediol, 3-methoxy-2-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-[(phen ylsulfinyl)methyl]-, (1R,2S,3S,4R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-Cyclohexanediol, 3-methoxy-2-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-[(phen ylsulfinyl)methyl]-, (1R,2S,3S,4R)-

There total 3 articles about 1,4-Cyclohexanediol, 3-methoxy-2-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-[(phen ylsulfinyl)methyl]-, (1R,2S,3S,4R)- 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:

(1R,2S,3S,4R)-3-Methoxy-2-[(2R,3R)-2-methyl-3-(3-methyl-but-2-enyl)-oxiranyl]-1-phenylsulfanylmethyl-cyclohexane-1,4-diol (135149-67-6) → (1R,2S,3S,4R)-1-Benzenesulfinylmethyl-3-methoxy-2-[(2R,3R)-2-methyl-3-(3-methyl-but-2-enyl)-oxiranyl]-cyclohexane-1,4-diol (592517-32-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at -78 ℃; for 1h;

DOI:10.1021/jm0341103

Reference yield:

sodium thiophenolate (930-69-8) → (1R,2S,3S,4R)-1-Benzenesulfinylmethyl-3-methoxy-2-[(2R,3R)-2-methyl-3-(3-methyl-but-2-enyl)-oxiranyl]-cyclohexane-1,4-diol (592517-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / 2.5 h / 20 °C

2: mCPBA / CHCl₃ / 1 h / -78 °C

With 3-chloro-benzenecarboperoxoic acid; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jm0341103

Reference yield:

fumagillol (35903-52-7,128656-25-7,132746-73-7,108102-51-8) → (1R,2S,3S,4R)-1-Benzenesulfinylmethyl-3-methoxy-2-[(2R,3R)-2-methyl-3-(3-methyl-but-2-enyl)-oxiranyl]-cyclohexane-1,4-diol (592517-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / 2.5 h / 20 °C

2: mCPBA / CHCl₃ / 1 h / -78 °C

With 3-chloro-benzenecarboperoxoic acid; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jm0341103

upstream raw materials:

(1R,2S,3S,4R)-3-Methoxy-2-[(2R,3R)-2-methyl-3-(3-methyl-but-2-enyl)-oxiranyl]-1-phenylsulfanylmethyl-cyclohexane-1,4-diol

sodium thiophenolate

fumagillol

Downstream raw materials:

Acetic acid {(1R,2S,3S)-1-hydroxy-3-methoxy-2-[(2R,3R)-2-methyl-3-(3-methyl-but-2-enyl)-oxiranyl]-4-oxo-cyclohexyl}-phenylsulfanyl-methyl ester

(2S,3S,4R)-4-Benzenesulfinylmethyl-4-hydroxy-2-methoxy-3-[(2R,3R)-2-methyl-3-(3-methyl-but-2-enyl)-oxiranyl]-cyclohexanone