(S)-1-(2-THIENYL)-2-CHLOROETHANOL

Base Information

• Chemical Name: (S)-1-(2-THIENYL)-2-CHLOROETHANOL
• CAS No.: 556025-95-7
• Molecular Formula: C6H7ClOS
• Molecular Weight: 176.66
• Mol file: 556025-95-7.mol

Synonyms:(S)-1-(2-THIENYL)-2-CHLOROETHANOL

Chemical Property of (S)-1-(2-THIENYL)-2-CHLOROETHANOL

Chemical Property:

• PSA: 48.47000
• LogP: 2.41040

Purity/Quality:

97% ^*data from raw suppliers

(S)-1-(2-THIENYL)-2-CHLOROETHANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-(2-THIENYL)-2-CHLOROETHANOL

There total 6 articles about (S)-1-(2-THIENYL)-2-CHLOROETHANOL 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: 99.0%

2-chloro-1-(thiophen-2-yl)ethanone (29683-77-0) → (S)-2-(1-hydroxy-2-chloroethyl)-thiophene (556025-95-7)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; f-amphox; hydrogen; potassium carbonate; In ethanol; hexane; at 25 - 30 ℃; for 4h; under 38002.6 Torr; enantioselective reaction; Inert atmosphere; Glovebox; Autoclave;

DOI:10.1002/adsc.201800267

Reference yield: 47.0%

2-(1-hydroxy-2-chloroethyl)-thiophene (49703-01-7) → (S)-2-(1-hydroxy-2-chloroethyl)-thiophene (556025-95-7)

Guidance literature:

With halohydrin dehalogenase HheC (Agrobacterium radiobacter AD₁); In N,N-dimethyl-formamide; toluene; at 20 ℃; for 96h; pH=8.1;

DOI:10.1039/b613937j

Reference yield:

[RuCl2(η6-p-cymene)]2 + isopropyl alcohol (67-63-0,8013-70-5) + (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine (144222-34-4) → (S)-2-(1-hydroxy-2-chloroethyl)-thiophene (556025-95-7)

Guidance literature:

With triethylamine;

upstream raw materials:

2-chloro-1-(thiophen-2-yl)ethanone

2-(1-hydroxy-2-chloroethyl)-thiophene

[[2-chloro-1-(2-thienyl)ethenyl]oxy]tri-isopropylsilane

[[1-(2-thienyl)ethenyl]oxy]tri-isopropylsilane

Refernces

• 1、 Chen, Shao-Yun,Yang, Chen-Xi,Wu, Jian-Ping,Xu, Gang,Yang, Li-Rong. "Multi-enzymatic biosynthesis of chiral β-hydroxy nitriles through co-expression of oxidoreductase and halohydrin dehalogenase". . p. 3179 - 3190. Retrieved 2013/12/04.
• 2、 Tanis, Steven P.,Evans, Bruce R.,Nieman, James A.,Parker, Timothy T.,Taylor, Wendy D.,Heasley, Steven E.,Herrinton, Paul M.,Perrault, William R.,Hohler, Richard A.,Dolak, Lester A.,Hester, Matthew R.,Seest, Eric P.. "Solvent and in situ catalyst preparation impacts upon Noyori reductions of aryl-chloromethyl ketones: application to syntheses of chiral 2-amino-1-aryl-ethanols". . p. 2154 - 2182. Retrieved 2007/10/03.