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(2S)-1,1,1-trifluoro-3-phenylsulfanyl-propan-2-ol is a chiral chemical compound with a molecular formula of C9H9F3OS. It possesses a unique structure featuring a trifluoro-methyl and a sulfanyl group, which contribute to its potential applications in various fields.
Used in Pharmaceutical Industry:
(2S)-1,1,1-trifluoro-3-phenylsulfanyl-propan-2-ol is used as a building block in organic synthesis for the development of new drug candidates. Its chiral nature and functional groups enable the creation of molecules with improved pharmacological properties, making it a valuable component in the design and synthesis of innovative medications.
Used in Agrochemical Industry:
Similarly, in the agrochemical sector, (2S)-1,1,1-trifluoro-3-phenylsulfanyl-propan-2-ol serves as a key intermediate in the synthesis of novel agrochemicals. Its unique structural features allow for the development of more effective and targeted pest control agents.
Used in Asymmetric Synthesis:
(2S)-1,1,1-trifluoro-3-phenylsulfanyl-propan-2-ol is also utilized in the field of asymmetric synthesis, where the production of molecules with a specific spatial arrangement is crucial. Its chirality plays a significant role in creating enantiomerically pure compounds, which are essential in various chemical and biological applications.

147730-41-4

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147730-41-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 147730-41-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,7,7,3 and 0 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 147730-41:
(8*1)+(7*4)+(6*7)+(5*7)+(4*3)+(3*0)+(2*4)+(1*1)=134
134 % 10 = 4
So 147730-41-4 is a valid CAS Registry Number.

147730-41-4Relevant academic research and scientific papers

PYRAZOLYLAMINOBENZIMIDAZOLE DERIVATIVES AS JAK INHIBITORS

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Page/Page column 12; 13, (2018/03/26)

The present invention provides compounds of the formula below (I'): where R, and R1-R3 are as described herein, methods of treating patients for certain types of autoimmune diseases and cancer, and processes for preparing the compounds.

JAK1 inhibitors

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Page/Page column 8, (2017/02/24)

The present invention relates to certain benzimidazole compounds, or pharmaceutically acceptable salts thereof, that inhibit Janus kinase 1 (JAK1), pharmaceutical compositions comprising the compounds, and methods of using the compounds to treat certain types of cancer.

Anodic methoxylation of 2-acyloxy-3,3,3-trifluoropropyl sulfides accompanying with [1,2]-rearrangement of the acyloxy group and anodic cyclization of 2-(t-butoxycarbonyl)oxy-3,3,3-trifluoropropyl sulfide

Isokawa, Motoaki,Sano, Masaru,Kubota, Kiyotaka,Suzuki, Katsutoshi,Inagi, Shinsuke,Fuchigami, Toshio

, p. G121 - G127 (2017/11/17)

Anodic methoxylation of 2-acyloxy-3,3,3-trifluoropropyl sulfides was carried out in methanol containing Et3N-3HF as a supporting electrolyte and mediator using an undivided cell to provide the corresponding α-methoxylated products and unexpecte

A preparation of trifluorolactic aldehyde

Katagiri, Toshimasa,Kutose, Koichi,Shimokawa, Naoya,Kusunoki, Norihiko,Uneyama, Kenji

, p. 9163 - 9170 (2007/10/03)

A five-step preparation of 2-benzoyloxy-333-trifluoropropanal from 1,2- epoxy-3,3,3-trifluoropropane via Pummerer rearrangement is described. The total yield of the aldehyde from the epoxide was 90%. The aldehyde kept its optical purity when it was in hydrate form, but it was found to readily racemize in its formyl form. The utilization of selenium instead of sulfur in these procedures offered advantages in controlled oxidation of the heteroatom for Pummerer rearrangement and the subsequent hydrolysis of Pummerer product, an aldehyde equivalent.

Asymmetric reduction of trifluoromethyl ketones containing a sulfur functionality by the alcohol dehydrogenase from Geotrichum

Nakamura, Kaoru,Matsuda, Tomoko,Shimizu, Makoto,Fujisawa, Tamotsu

, p. 8393 - 8402 (2007/10/03)

The reduction of trifluoromethyl ketones containing a sulfur functionality by the crude alcohol dehydrogenase from Geotrichum proceeded successfully, and the corresponding optically active alcohols were synthesized with high yields and excellent enantiose

Preparation of Sulfur-Containing Optically Active Secondary Alcohols Based on Pichia farinosa-Catalyzed anti-Prelog-Rule Reduction as the Key Step

Ohtsuka, Yoshikazu,Katoh, Osamu,Sugai, Takeshi,Ohta, Hiromichi

, p. 483 - 491 (2007/10/03)

A Pichia farinosa IAM 4682 mediated reduction of sulfur containing ketones afforded secondary alcohols with (R)-absolute configuration. For example, 4-(phenylthio)-2-butanone and 4-(phenylsulfonyl)-2-butanone afforded (R)-4-(phenylthio)-2-butanol (91%ee) in 90% yield and (R)-4-(phenylsulfonyl)-2-butanol (97%ee) in 94% yield, respectively. In the case that the ee of the product was not satisfactory, any contaminating (S)-enantiomer was selectively oxidized by Rhodococcus rhodochrous IFO 15564 to leave pure (R)-enantiomer. The substrate specificity of Pichia farinosa-mediated reduction and Rhodococcus rhodochrous-mediated oxidation was further examined.

Catalytic asymmetric synthesis of new halogenated chiral synthons

Vanhessche, Koen P. M.,Sharpless, K. Barry

, p. 517 - 522 (2007/10/03)

Two-step and practical asymmetric syntheses of enantiomerically pure 4-trifluoromethyl-2.2-dioxo-1,3,2-dioxathiolane and 4-trichloromethyl-2,2-dioxo-1,3,2-dioxathiolane (>98% ee) have been achieved. Catalytic asymmetric dihydroxylation (AD) of 3,3,3-trifl

Highly stereocontrolled access to 1,1,1-trifluoro-2,3-epoxypropane via lipase-mediated kinetic resolution of 1,1,1-trifluoro-3-(phenylthio)propan-2-ol and its application

Shimizu, Makoto,Sugiyama, Kouki,Fujisawa, Tamotsu

, p. 2655 - 2659 (2007/10/03)

1,1,1-Trifluoro-3-(phenylthio)propan-2-ol was prepared in high enantiomeric purity by lipase-mediated kinetic resolution of the corresponding esters. The resolved alcohol was successfully converted into 1,1,1 -trifluoro-2,3-epoxypropane and/or used in the

Oxidation of Fluoroalkyl-Substituted Carbinols by the Dess-Martin Reagent

Linderman, Russell J.,Graves, David M.

, p. 661 - 668 (2007/10/02)

The efficient oxidation of mono-, di-, tri-, and perfluoroalkyl-substituted carbinols has been accommplished by the Dess-Martin periodinane oxidant.A variety of functional groups are compatible with the oxidation procedure.Monitoring the oxidation by 19F NMR indicated that a discreet periodinane intermediate is formed during the course of the reaction.Nonnucleophilic or sterically encumbered α-thiofluoro carbinols were readily oxidized; however, a nucleophilic α-thio-substituted trifluoromethyl carbinol was not.A tert-butyl alcohol modified periodinane oxidant was ultimately employed to achieve oxidation in this example.

2-HALOVINYL ARYL SULFONES: NEW COUPLING REAGENTS FOR CARBOXAMIDE FORMATION

Shimagaki, Masayuki,Koshiji, Hiroko,Oishi, Takeshi

, p. 45 - 58 (2007/10/02)

E-2-Chlorovinyl p-nitrophenyl sulfone 6 and 2-bromo-2-trifluoromethylvinyl phenyl sulfone 7a reacted with carboxylic acids in the presence of a molar equiv of Et3N affording the corresponding 2-acyloxyvinyl sulfones 8, 11, 17, 18, 22, 25, 28 and 29.The latter, on treatment with amines, gave amides 9, 13, 19, 23 and 26 and peptides 30 and 32.These reagents 6 and 7a were also used for the formation of N-methylanilides 13d, 13e, 19d, 23 and 26.Particularly, 6 was successfully used for synthesis of a macrocyclic lactam 23 involving a N-methylanilide moiety.The amidation reac tions proceeded under essentially neutral conditions.Therefore, base-sensitive β-hydroxycarboxy-N-methylanilides such as 26, whose structural unit was involved in maytansine 5, could be prepared by the present method.The reagent 6 was also effective for the preparation of peptides such as Val-N-MeVal derivatives (e.g.32), which were difficult to prepare by other methods.

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