(2S)-12-<2'-Hydroxy-3'-(phenylsulfonyl)phenyl>-2-dodecanol

Base Information

• Chemical Name: (2S)-12-<2'-Hydroxy-3'-(phenylsulfonyl)phenyl>-2-dodecanol
• CAS No.: 107495-66-9
• Molecular Formula: C₂₄H₃₄O₄S
• Molecular Weight: 418.598
• Mol file: 107495-66-9.mol

Synonyms:(2S)-12-<2'-Hydroxy-3'-(phenylsulfonyl)phenyl>-2-dodecanol

Chemical Property of (2S)-12-<2'-Hydroxy-3'-(phenylsulfonyl)phenyl>-2-dodecanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-12-<2'-Hydroxy-3'-(phenylsulfonyl)phenyl>-2-dodecanol

There total 10 articles about (2S)-12-<2'-Hydroxy-3'-(phenylsulfonyl)phenyl>-2-dodecanol 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: 86.0%

(2S)-12-<2'-Hydroxy-3'-(phenylthio)phenyl>-2-dodecanol (107495-65-8) → (2S)-12-<2'-Hydroxy-3'-(phenylsulfonyl)phenyl>-2-dodecanol (107495-66-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In methanol; for 16h; Ambient temperature;

Reference yield:

(2S)-12-<2'-(Methoxymethoxy)-3'-(phenylthio)phenyl>-2-<(2''RS)-2''-tetrahydropyranyloxy>dodecan (107495-64-7,113083-65-1,113083-67-3,121959-40-8,121959-41-9) → (2S)-12-<2'-Hydroxy-3'-(phenylsulfonyl)phenyl>-2-dodecanol (107495-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / TsOH*H₂O / methanol / 3 h / Heating

2: 86 percent / 80 percent MCPBA / methanol / 16 h / Ambient temperature

With toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In methanol;

DOI:10.1002/hlca.19880710719

Reference yield:

1-Bromo-9-<2'-(methoxymethoxy)phenyl>nonan (107495-61-4) → (2S)-12-<2'-Hydroxy-3'-(phenylsulfonyl)phenyl>-2-dodecanol (107495-66-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) Mg; 2) (1,5-cyclooctadien)Cu(I) cloride / 1) THF, 1,2-dibromoethane, reflux, 2 h; 2) THF, 1,2-dibromoethane, 0 deg C, 13 h

2: 98 percent / pyridinium-p-toluenesulfonate / CH₂Cl₂ / 15 h / 6 - 10 °C

3: 1) BuLi, TMEDA / 1) hexane, THF, 1 h, 0 deg C; 2) hexane, THF, RT, 14 h

4: 99 percent / TsOH*H₂O / methanol / 3 h / Heating

5: 86 percent / 80 percent MCPBA / methanol / 16 h / Ambient temperature

With n-butyllithium; [CuCl(cod)]; N,N,N,N,-tetramethylethylenediamine; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; magnesium; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane;

DOI:10.1002/hlca.19880710719

upstream raw materials:

(2S)-12-<2'-Hydroxy-3'-(phenylthio)phenyl>-2-dodecanol

(2S)-12-<2'-(Methoxymethoxy)phenyl>dodecan-2-ol

1-Bromo-9-<2'-(methoxymethoxy)phenyl>nonan

(2S)-12-<2'-(Methoxymethoxy)phenyl>-2-<(2''RS)-2''-tetrahydropyranyloxy>dodecan

Downstream raw materials:

(6RS)-6-Acetoxy-6-<(11'S)-11'-hydroxydodecyl>-2-phenylsulfonyl-2,4-cyclohexadien-1-on

Acetic acid (S)-5-benzenesulfonyl-1-((S)-11-hydroxy-dodecyl)-6-oxo-cyclohexa-2,4-dienyl ester

Acetic acid (R)-5-benzenesulfonyl-1-((S)-11-hydroxy-dodecyl)-6-oxo-cyclohexa-2,4-dienyl ester

(2R,3Z,5E,17S)-6-Acetoxy-2-(phenylsulfonyl)octadeca-3,5-dien-17-olid