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(S)-1-(2-Thienyl)-2-chloroethanol, with the molecular formula C6H7ClOS, is a chiral chemical compound featuring an (S)-enantiomer. (S)-1-(2-THIENYL)-2-CHLOROETHANOL consists of a thienyl group, an aromatic ring with four carbon atoms and one sulfur atom, and a chloroethanol group, which includes a chlorine atom and an alcohol functional group attached to a two-carbon chain.

556025-95-7

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556025-95-7 Usage

Uses

Used in Organic Synthesis:
(S)-1-(2-Thienyl)-2-chloroethanol is utilized as a key intermediate in various organic synthesis reactions, playing a crucial role in the formation of different chemical compounds. Its unique structure allows for versatile reactivity and functional group manipulations.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, (S)-1-(2-Thienyl)-2-chloroethanol serves as a starting material for the preparation of various pharmaceuticals. Its incorporation into drug molecules can potentially enhance their efficacy, selectivity, and pharmacokinetic properties.
Used in Agrochemical Synthesis:
Similarly, (S)-1-(2-Thienyl)-2-chloroethanol is employed in the synthesis of agrochemicals, contributing to the development of new pesticides, herbicides, and other agricultural products that can improve crop protection and yield.
Used in Organic Chemistry Research:
(S)-1-(2-THIENYL)-2-CHLOROETHANOL also finds application in the field of organic chemistry research, where it can be used to study reaction mechanisms, explore new synthetic routes, and develop innovative methodologies for chemical transformations.

Check Digit Verification of cas no

The CAS Registry Mumber 556025-95-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 5,5,6,0,2 and 5 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 556025-95:
(8*5)+(7*5)+(6*6)+(5*0)+(4*2)+(3*5)+(2*9)+(1*5)=157
157 % 10 = 7
So 556025-95-7 is a valid CAS Registry Number.

556025-95-7Downstream Products

556025-95-7Relevant academic research and scientific papers

Iridium-Catalyzed Asymmetric Hydrogenation of Halogenated Ketones for the Efficient Construction of Chiral Halohydrins

Yin, Congcong,Wu, Weilong,Hu, Yang,Tan, Xuefeng,You, Cai,Liu, Yuanhua,Chen, Ziyi,Dong, Xiu-Qin,Zhang, Xumu

supporting information, p. 2119 - 2124 (2018/04/30)

Iridium-catalyzed asymmetric hydrogenation of prochiral halogenated ketones was successfully developed to prepare various chiral halohydrins with high reactivities and excellent enantioselectivities under basic reaction condition (up to >99% conversion, 99% yield, >99% ee). Moreover, gram-scale experiment was performed well in the presence of just 0.005 mol% (S/C=20 000) Ir/f-amphox catalyst with 99% yield and >99% ee. (Figure presented.).

Multi-enzymatic biosynthesis of chiral β-hydroxy nitriles through co-expression of oxidoreductase and halohydrin dehalogenase

Chen, Shao-Yun,Yang, Chen-Xi,Wu, Jian-Ping,Xu, Gang,Yang, Li-Rong

, p. 3179 - 3190 (2013/12/04)

To establish a system for the efficient one bacterial multi-enzymatic biosynthesis of both (R)- and (S)-β-hydroxy nitriles, we co-expressed alcohol dehydrogenases with opposite stereoselectivities, cofactor regeneration enzymes, and a halohydrin dehalogenase in Escherichia coli. By researching cofactor recycling and various co-expression strategies and by selecting and engineering the halohydrin dehalogenase, we engineered two E. coli strains, which were subsequently used in a cascade of reactions to produce chiral β-hydroxy nitriles with high enantiomeric excess directly from prochiral α-halo ketones. Three valuable pharmaceutical intermediates were prepared by means of this catalytic system, and substrate conversion reached about >99%. More importantly, the system is of low cost because there is no need for expensive cofactors or for expression and purification of the component enzymes. Copyright

Synthesis of enantiopure chloroalcohols by enzymatic kinetic resolution

Haak, Robert M.,Tarabiono, Chiara,Janssen, Dick B.,Minnaard, Adriaan J.,De Vries, Johannes G.,Feringa, Ben L.

, p. 318 - 323 (2008/03/27)

3-Alkenyl and heteroaryl chloroalcohols have been obtained in excellent enantiomeric excess (>99%) by enzymatic kinetic resolution using the haloalcohol dehalogenase HheC. Yields were close to the theoretical maximum for all substrates employed. Furthermo

Solvent and in situ catalyst preparation impacts upon Noyori reductions of aryl-chloromethyl ketones: application to syntheses of chiral 2-amino-1-aryl-ethanols

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.

, p. 2154 - 2182 (2007/10/03)

As part of medicinal chemistry efforts we found it necessary to develop general syntheses of highly enantiomerically enriched 1-aryl-2-chloroethanols and 1-aryl-2-methylaminoethanols. A survey of literature methods suggested that a truly general approach had not yet been reported, encouraging us to undertake the development of such a methodology. This study describes the design, development, and reduction to practice of a general synthesis of chiral 1-aryl-2-chloroethanols and the transformation of these entities to highly enantiomerically enriched 1-aryl-2-methylaminoethanols. Of particular importance were observations of the impact of solvent and the method of catalyst preparation on the yield and enantiomerical excess of chlorohydrins prepared via Noyori transfer hydrogenations of aryl-chloromethyl ketones.

A practical synthesis of optically active aromatic epoxides via asymmetric transfer hydrogenation of α-chlorinated ketones with chiral rhodium-diamine catalyst

Hamada, Takayuki,Torii, Takayoshi,Izawa, Kunisuke,Ikariya, Takao

, p. 7411 - 7417 (2007/10/03)

A practical method for the synthesis of optically active aromatic epoxides has been developed via the formation of optically active α-chlorinated alcohols and intramolecular etherification. Optically active alcohols with up to 99% ee can be obtained from

Pyridoquinoxaline antivirals

-

, (2008/06/13)

The present invention provides a compound of formula I or a pharmaceutically acceptable salt thereof wherein R1, R2 and R3 are as defined in the specification. The compounds are useful for the treatment of viral infections.

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