(2S,3R,R_s)-1,1-dichloro-1-fluoro-3-<(4-methylphenyl)sulfinyl>hex-5-en-2-ol

Base Information

• Chemical Name: (2S,3R,R_s)-1,1-dichloro-1-fluoro-3-<(4-methylphenyl)sulfinyl>hex-5-en-2-ol
• CAS No.: 151775-83-6
• Molecular Formula: C₁₃H₁₅Cl₂FO₂S
• Molecular Weight: 325.231
• Mol file: 151775-83-6.mol

Synonyms:(2S,3R,R_s)-1,1-dichloro-1-fluoro-3-<(4-methylphenyl)sulfinyl>hex-5-en-2-ol

Chemical Property of (2S,3R,R_s)-1,1-dichloro-1-fluoro-3-<(4-methylphenyl)sulfinyl>hex-5-en-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,R_s)-1,1-dichloro-1-fluoro-3-<(4-methylphenyl)sulfinyl>hex-5-en-2-ol

There total 2 articles about (2S,3R,R_s)-1,1-dichloro-1-fluoro-3-<(4-methylphenyl)sulfinyl>hex-5-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:

(-)-menthyl p-toluenesulfinate (1517-82-4) → (2S,3R,Rs)-1,1-dichloro-1-fluoro-3-<(4-methylphenyl)sulfinyl>hex-5-en-2-ol (151775-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) Mg, I₂ / 1) ethyl ether, 2 h, 2) benzene, r.t., 30 min

With iodine; magnesium;

DOI:10.1016/S0040-4020(01)80430-0

Reference yield:

ethyl 2,2-dichloro-2-fluoroacetate (383-61-9) + (R)-1-(but-3-ene-1-sulfinyl)-4-methyl-benzene (115878-98-3) → (2R,3S,Rs)-1,1-dichloro-1-fluoro-3-<(4-methylphenyl)sulfinyl>hex-5-en-2-ol (151851-58-0) + (2R,3R,Rs)-1,1-dichloro-1-fluoro-3-<(4-methylphenyl)sulfinyl>hex-5-en-2-ol (151851-59-1) + (2S,3S,Rs)-1,1-dichloro-1-fluoro-3-<(4-methylphenyl)sulfinyl>hex-5-en-2-ol (151851-60-4) + (2S,3R,Rs)-1,1-dichloro-1-fluoro-3-<(4-methylphenyl)sulfinyl>hex-5-en-2-ol (151775-83-6)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1016/S0040-4020(01)80430-0

Reference yield: 33.0%

(2S,3R,Rs)-1,1-dichloro-1-fluoro-3-<(4-methylphenyl)sulfinyl>hex-5-en-2-ol (151775-83-6) → (1S,2R,3R,5R)-2-Chloro-2-fluoro-3-methyl-5-((R)-toluene-4-sulfinyl)-cyclopentanol + (1S,2R,3S,5R)-2-Chloro-2-fluoro-3-methyl-5-((R)-toluene-4-sulfinyl)-cyclopentanol + (1S,2S,3R,5R)-2-Chloro-2-fluoro-3-methyl-5-((R)-toluene-4-sulfinyl)-cyclopentanol + (1S,2S,3S,5R)-2-Chloro-2-fluoro-3-methyl-5-((R)-toluene-4-sulfinyl)-cyclopentanol

Guidance literature:

With tri-n-butyl-tin hydride; In benzene; at 35 ℃; for 1.75h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Irradiation;

DOI:10.1016/S0040-4020(01)80430-0

upstream raw materials:

ethyl 2,2-dichloro-2-fluoroacetate

(R)-1-(but-3-ene-1-sulfinyl)-4-methyl-benzene

(-)-menthyl p-toluenesulfinate

Downstream raw materials:

(2S,3R)-1,1-dichloro-1-fluoro-3-<(4-methylphenyl)thio>hex-5-en-2-ol