(2R,3S,R_S)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphinyl>hept-6-en-2-ol

Base Information

• Chemical Name: (2R,3S,R_S)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphinyl>hept-6-en-2-ol
• CAS No.: 136377-22-5
• Molecular Formula: C₁₄H₁₇ClF₂O₂S
• Molecular Weight: 322.804

Synonyms:(2R,3S,R_S)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphinyl>hept-6-en-2-ol

Chemical Property of (2R,3S,R_S)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphinyl>hept-6-en-2-ol

Chemical Property:

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Technology Process of (2R,3S,R_S)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphinyl>hept-6-en-2-ol

There total 3 articles about (2R,3S,R_S)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphinyl>hept-6-en-2-ol 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: 25.6%

(3RS,RS)-1-Chloro-1,1-difluoro-3-<(4-methylphenyl)sulfinyl>hept-6-en-2-one (136310-09-3,136310-10-6) → (2R,3S,RS)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphinyl>hept-6-en-2-ol (136377-22-5) + (2R,3R,RS)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphinyl>hept-6-en-2-ol (156558-20-2) + (2S,3S,RS)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphinyl>hept-6-en-2-ol (136377-23-6) + (2S,3R,RS)-1-Chloro-1,1-difluoro-3-<(4-methylphenyl)sulfinyl>hept-6-en-2-ol (136310-13-9)

Guidance literature:

With ammonium hydroxide; sodium tetrahydroborate; In methanol; at 20 ℃; for 0.166667h;

DOI:10.1021/jo00091a041

Reference yield:

(-)-menthyl p-toluenesulfinate (1517-82-4) → (2R,3S,RS)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphinyl>hept-6-en-2-ol (136377-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / LDA / tetrahydrofuran / 0.08 h / -65 °C

2: 14.6 percent / sodium borohydride, 30percent aq. ammonia / methanol / 0.17 h / 20 °C

With ammonium hydroxide; sodium tetrahydroborate; lithium diisopropyl amide; In tetrahydrofuran; methanol;

DOI:10.1021/jo00091a041

Reference yield:

(3RS,RS)-1-Chloro-1,1-difluoro-3-<(4-methylphenyl)sulfinyl>hept-6-en-2-one (136310-09-3,136310-10-6) → (2R,3S,RS)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphinyl>hept-6-en-2-ol (136377-22-5) + (2R,3R,RS)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphinyl>hept-6-en-2-ol (156558-20-2) + (2S,3S,RS)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphinyl>hept-6-en-2-ol (136377-23-6)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1016/S0957-4166(00)82161-8

upstream raw materials:

(3RS,R_S)-1-Chloro-1,1-difluoro-3-<(4-methylphenyl)sulfinyl>hept-6-en-2-one

(-)-menthyl p-toluenesulfinate

Downstream raw materials:

(2R,3S)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphenyl>hept-6-en-2-ol

(1S,3R,6S,R_S)-2,2-Difluoro-3-methyl-6-<(4-methylphenyl)sulfinyl>cyclohexanol

(1S,3S,6S,R_S)-2,2-Difluoro-3-methyl-6-<(4-methylphenyl)sulfinyl>cyclohexanol

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