(E)-4-[(R)-2,2-Dichloro-2-fluoro-1-((S)-toluene-4-sulfinylmethyl)-ethoxy]-but-2-enoic acid ethyl ester

Base Information

• Chemical Name: (E)-4-[(R)-2,2-Dichloro-2-fluoro-1-((S)-toluene-4-sulfinylmethyl)-ethoxy]-but-2-enoic acid ethyl ester
• CAS No.: 153107-66-5
• Molecular Formula: C₁₆H₁₉Cl₂FO₄S
• Molecular Weight: 397.295
• Mol file: 153107-66-5.mol

Synonyms:(E)-4-[(R)-2,2-Dichloro-2-fluoro-1-((S)-toluene-4-sulfinylmethyl)-ethoxy]-but-2-enoic acid ethyl ester

Chemical Property of (E)-4-[(R)-2,2-Dichloro-2-fluoro-1-((S)-toluene-4-sulfinylmethyl)-ethoxy]-but-2-enoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-[(R)-2,2-Dichloro-2-fluoro-1-((S)-toluene-4-sulfinylmethyl)-ethoxy]-but-2-enoic acid ethyl ester

There total 1 articles about (E)-4-[(R)-2,2-Dichloro-2-fluoro-1-((S)-toluene-4-sulfinylmethyl)-ethoxy]-but-2-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: 90.0%

4-bromo-trans-crotonic acid ethyl ester (37746-78-4) + (2R,SS)-1,1-Dichloro-1-fluoro-3-<(4-methylphenyl)sulfinyl>propan-2-ol (132164-18-2) → (E)-4-[(R)-2,2-Dichloro-2-fluoro-1-((S)-toluene-4-sulfinylmethyl)-ethoxy]-but-2-enoic acid ethyl ester (153107-66-5)

Guidance literature:

With sodium hydroxide; trioctylethyl-ammonium bromide; In dichloromethane; water; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(01)85741-0

Reference yield:

(E)-4-[(R)-2,2-Dichloro-2-fluoro-1-((S)-toluene-4-sulfinylmethyl)-ethoxy]-but-2-enoic acid ethyl ester (153107-66-5) → [(3R,4R,5S)-4-Fluoro-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan-3-yl]-acetic acid ethyl ester + [(3S,4R,5S)-4-Fluoro-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan-3-yl]-acetic acid ethyl ester + [(3R,4S,5S)-4-Fluoro-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan-3-yl]-acetic acid ethyl ester + [(3S,4S,5S)-4-Fluoro-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan-3-yl]-acetic acid ethyl ester

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 75 ℃; for 12h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)85741-0

Reference yield:

(E)-4-[(R)-2,2-Dichloro-2-fluoro-1-((S)-toluene-4-sulfinylmethyl)-ethoxy]-but-2-enoic acid ethyl ester (153107-66-5) → [(3S,4R,5R)-4-Chloro-4-fluoro-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan-3-yl]-acetic acid ethyl ester + [(3R,4R,5R)-4-Chloro-4-fluoro-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan-3-yl]-acetic acid ethyl ester + [(3S,4S,5R)-4-Chloro-4-fluoro-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan-3-yl]-acetic acid ethyl ester + [(3R,4S,5R)-4-Chloro-4-fluoro-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan-3-yl]-acetic acid ethyl ester

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 75 ℃; for 8h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)85741-0

upstream raw materials:

4-bromo-trans-crotonic acid ethyl ester

(2R,S_S)-1,1-Dichloro-1-fluoro-3-<(4-methylphenyl)sulfinyl>propan-2-ol