(E)-(2R,5S)-10-Benzenesulfonyl-5-hydroxy-2,8-dimethyl-7-oxo-dec-8-enoic acid ethyl ester

Base Information

• Chemical Name: (E)-(2R,5S)-10-Benzenesulfonyl-5-hydroxy-2,8-dimethyl-7-oxo-dec-8-enoic acid ethyl ester
• CAS No.: 150988-48-0
• Molecular Formula: C₂₀H₂₈O₆S
• Molecular Weight: 396.505

Synonyms:(E)-(2R,5S)-10-Benzenesulfonyl-5-hydroxy-2,8-dimethyl-7-oxo-dec-8-enoic acid ethyl ester

Chemical Property of (E)-(2R,5S)-10-Benzenesulfonyl-5-hydroxy-2,8-dimethyl-7-oxo-dec-8-enoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(2R,5S)-10-Benzenesulfonyl-5-hydroxy-2,8-dimethyl-7-oxo-dec-8-enoic acid ethyl ester

There total 4 articles about (E)-(2R,5S)-10-Benzenesulfonyl-5-hydroxy-2,8-dimethyl-7-oxo-dec-8-enoic acid ethyl ester 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:

(E)-(2R,5S)-10-Benzenesulfonyl-5-benzyloxy-2,8-dimethyl-7-oxo-dec-8-enoic acid ethyl ester (150988-47-9) → (E)-(2R,5S)-10-Benzenesulfonyl-5-hydroxy-2,8-dimethyl-7-oxo-dec-8-enoic acid ethyl ester (150988-48-0)

Guidance literature:

With boron trichloride; In dichloromethane; at -78 ℃; Yield given;

DOI:10.1016/S0040-4039(00)60598-1

Reference yield:

((E)-3-Iodo-but-2-ene-1-sulfonyl)-benzene (135663-75-1) → (E)-(2R,5S)-10-Benzenesulfonyl-5-hydroxy-2,8-dimethyl-7-oxo-dec-8-enoic acid ethyl ester (150988-48-0)

Guidance literature:

Multi-step reaction with 3 steps

1: NiCl₂, CrCl₂ / dimethylsulfoxide / 25 °C

2: Dess-Martin periodinane / CH₂Cl₂ / 25 °C

3: BCl₃ / CH₂Cl₂ / -78 °C

With chromium dichloride; boron trichloride; Dess-Martin periodane; nickel dichloride; In dichloromethane; dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)60598-1

Reference yield:

(2R,5S)-5-Benzyloxy-2-methyl-7-oxo-heptanoic acid ethyl ester → (E)-(2R,5S)-10-Benzenesulfonyl-5-hydroxy-2,8-dimethyl-7-oxo-dec-8-enoic acid ethyl ester (150988-48-0)

Guidance literature:

Multi-step reaction with 3 steps

1: NiCl₂, CrCl₂ / dimethylsulfoxide / 25 °C

2: Dess-Martin periodinane / CH₂Cl₂ / 25 °C

3: BCl₃ / CH₂Cl₂ / -78 °C

With chromium dichloride; boron trichloride; Dess-Martin periodane; nickel dichloride; In dichloromethane; dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)60598-1

upstream raw materials:

(E)-(2R,5S)-10-Benzenesulfonyl-5-benzyloxy-2,8-dimethyl-7-oxo-dec-8-enoic acid ethyl ester

((E)-3-Iodo-but-2-ene-1-sulfonyl)-benzene

Downstream raw materials:

(E)-(2R,5S,7S)-10-Benzenesulfonyl-5,7-dihydroxy-2,8-dimethyl-dec-8-enoic acid ethyl ester

[(E)-(4S,6S,9R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-3,9-dimethyl-10-triethylsilanyloxy-dec-2-ene-1-sulfonyl]-benzene

(E)-(2R,5S,7S)-10-Benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-2,8-dimethyl-dec-8-enoic acid methyl ester

(E)-(2R,5S,7S)-10-Benzenesulfonyl-5-hydroxy-7-methoxy-2,8-dimethyl-dec-8-enoic acid methyl ester

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