cas 471905-41-6, cis-4-[(4-Chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)cyclohexanepropanoic acid | Articles data ｜lookchem

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471905-41-6

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A novel crystallization-induced diastereomeric transformation based on a reversible carbon-sulfur bond formation. Application to the synthesis of a γ-secretase inhibitor
(Chemical Equation Presented) This paper describes a remarkably efficient process for the preparation of γ-secretase inhibitor 1. The target is synthesized in only five steps with an overall yield of 58%. The key operation is a highly selective and practical, crystallization-driven transformation for the conversion of a mixture of tertiary benzylic alcohols into the desired sulfide diastereomer with 94:6 dr. This unprecedented process is based upon a reversible carbon-sulfur bond formation under acidic conditions.
Davies, Antony J.,Scott, Jeremy P.,Bishop, Brian C.,Brands, Karel M. J.,Brewer, Sarah E.,DaSilva, Jimmy O.,Dormer, Peter G.,Dolling, Ulf-H.,Gibb, Andrew D.,Hammond, Deborah C.,Lieberman, David R.,Palucki, Michael,Payack, Joseph F.
p. 4864 - 4871
(2008/02/05)

A practical synthesis of a γ-secretase inhibitor
(Chemical Equation Presented) A practical and scaleable synthesis of the γ-secretase inhibitor 1 is reported. The inhibitor consists of a central trisubstituted cyclohexane core with appended propionic acid, 2,5-difluorophenyl, and 4-chlorophenylsulfonyl
Scott, Jeremy P.,Lieberman, David R.,Beureux, Olivier M.,Brands, Karel M. J.,Davies, Antony J.,Gibson, Andrew W.,Hammond, Deborah C.,McWilliams, Chris J.,Stewart, Gavin W.,Wilson, Robert D.,Dolling, Ulf-H.
p. 4149 - 4155
(2008/02/05)

CYCLOHEXYL SULPHONES FOR TREATMENT OF CANCER
Sulphones of formula (I) are disclosed for use in treatment of cancer.
-
(2010/11/25)

The new cyclohexylpropionic sulfone
Novel sulphones of formula I are disclosed: The compounds modulate the processing of amyloid precursor protein by gamma-secretase, and hence are useful in the treatment or prevention of Alzheimer's disease.
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Page/Page column 23

(2008/06/13)

Novel cyclohexyl sulphones
Novel sulphones of formula I are disclosed: The compounds modulate the processing of amyloid precursor protein by gamma-secretase, and hence are useful in the treatment or prevention of Alzheimer's disease.
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(2008/06/13)

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471905-42-7
C₂₃H₂₆ClF₂NO₃S

Chemical Properties

Density: 1.361
Solubility:≥22.15 mg/mL in DMSO; insoluble in H2O; ≥48.8 mg/mL in EtOH with ultrasonic
PSA: 79.82000
LogP: 6.42320

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