110920-29-1Relevant academic research and scientific papers
S-(+)-5-(Phenylthio)-2-pentanol and S-(+)-4-(Phenylthio)-2-butanol: Readily Prepared, Useful Additions to the Chirality Pool. Highly Enantioselective Syntheses of Naturally Occurring Spiroketal Pheromones
Liu, Hong,Cohen, Theodore
, p. 2022 - 2025 (1995)
The new chirons (S)-4-(phenylthio)-2-butanol (4) and (S)-5-(phenylthio)-2-pentanol (3) have been prepared efficiently in high enantiomeric excess by enzymatic reduction of the corresponding readily available ketones.Using the latter as a chiral building b
Skewphos-Ru(II): An efficient catalyst for asymmetric hydrogenation of functionalized ketones
Blanc, Delphine,Henry, Jean-Christophe,Ratovelomanana-Vidal, Virginie,Genet, Jean-Pierre
, p. 6603 - 6606 (1997)
Asymmetric hydrogenation of prochiral keto groups with (S,S) AND (R,R)- SkewphosRuBr2 prepared in situ is described. Good enaniomeric excesses up to 95% were obtained.
Small-molecule anti-HIV-1 agents based on HIV-1 capsid proteins
Kobayakawa, Takuya,Yokoyama, Masaru,Tsuji, Kohei,Fujino, Masayuki,Kurakami, Masaki,Boku, Sayaka,Nakayama, Miyuki,Kaneko, Moemi,Ohashi, Nami,Kotani, Osamu,Murakami, Tsutomu,Sato, Hironori,Tamamura, Hirokazu
, p. 1 - 14 (2021/02/06)
The capsid of human immunodeficiency virus type 1 (HIV-1) is a shell that encloses viral RNA and is highly conserved among many strains of the virus. It forms a conical structure by assembling oligomers of capsid (CA) proteins. CA dysfunction is expected to be an important target of suppression of HIV-1 replication, and it is important to understand a new mechanism that could lead to the CA dysfunction. A drug targeting CA however, has not been developed to date. Hydrophobic interactions between two CA molecules via Trp184/Met185 in CA were recently reported to be important for stabilization of the multimeric structure of CA. In the present study, a small molecule designed by in silico screening as a dipeptide mimic of Trp184 and Met185 in the interaction site, was synthesized and its significant anti-HIV-1 activity was confirmed. Structure activity relationship (SAR) studies of its derivatives were performed and provided results that are expected to be useful in the future design and development of novel anti-HIV agents targeting CA.
Photo-Biocatalytic Cascades for the Synthesis of Volatile Sulfur Compounds and Chemical Building Blocks
Castagnolo, Daniele,Lauder, Kate
, p. 737 - 744 (2020/05/19)
Biocatalysis is a branch of catalysis that exploits enzymes to perform highly stereoselective chemical transformations under mild and sustainable conditions. This Synpact highlights how biocatalysis can be used in the synthesis of chiral 1,3-mercaptoalkan
Photo-biocatalytic One-Pot Cascades for the Enantioselective Synthesis of 1,3-Mercaptoalkanol Volatile Sulfur Compounds
Lauder, Kate,Toscani, Anita,Qi, Yuyin,Lim, Jesmine,Charnock, Simon J.,Korah, Krupa,Castagnolo, Daniele
supporting information, p. 5803 - 5807 (2018/04/19)
The synthesis of enantiomerically pure 1,3-mercaptoalkanol volatile sulfur compounds through a one-pot photo-biocatalytic cascade reaction is described. Two new KRED biocatalysts with opposite enantioselectivity were discovered and proved to be efficient
A large-scale synthesis of enantiomerically pure γ-hydroxy-organochalcogenides
Princival, Jefferson L.,de Oliveira, Morilo S.C.,Dos Santos, Alcindo A.,Comasseto, Joao V.
experimental part, p. 2699 - 2703 (2010/04/29)
Enantiomerically pure (R)- and (S)-γ-hydroxy-organochalcogenides are prepared using poly-[R]-3-hydroxybutanoate (PHB) as the starting material.
Chiral 1,2-bis(phosphetano)benzenes: Preparation and use in the Ru- catalyzed hydrogenations of carbonyl derivatives
Marinetti, Angela,Genet, Jean-Pierre,Jus, Sebastien,Blanc, Delphine,Ratovelomanana-Vidal, Virginie
, p. 1160 - 1165 (2007/10/03)
Chiral 1,2-bis(phosphetano)benzenes are readily prepared from accessible, optically pure 1,3-diol cyclic sulfates. Their ruthenium complexes catalyze the enantioselective hydrogenations of functionalized carbonyls with moderate-to-high enantiomeric excesses. High levels of diastereo- and enantioselectivity are achieved, especially in the hydrogenation of β-diketones to the corresponding anti-1,3-diols.
Enantioselective ruthenium-mediated hydrogenation: Developments and applications
Ratovelomanana-Vidal, Virginie,Genet, Jean-Pierre
, p. 163 - 171 (2007/10/03)
A general preparation of chiral ruthenium(II) catalysts and the homogeneous enantioselective hydrogenation of prochiral olefins and keto groups are presented. Some applications to the synthesis of biologically active compounds are reported.
Asymmetric hydrogenation of phenylthio ketones with chiral Ru(II) catalysts
Tranchier, Jean-Philippe,Ratovelomanana-Vidal, Virginie,Genet, Jean-Pierre,Tong, Shaojing,Cohen, Theodore
, p. 2951 - 2954 (2007/10/03)
Asymmetric hydrogenation of phenylthio ketones using chiral Ru(II) catalysts is reported. Complete conversions and enatiomeric excesses up to 98% were obtained.
Biocatalytic preparation of (R)-(-)-4-(phenylthio)-2-butanol and (R)-(-)-4-(Phenylsulfonyl)-2-butanol by the sequential use of Pichia farinosa and Rhodococcus rhodochrous
Sugai, Takeshi,Ohtsuka, Yoshikazu,Ohta, Hiromichi
, p. 233 - 234 (2007/10/03)
Preparation of (R)-4-(phenylthio)-2-butanol and (R)-4-(phenylsulfonyl)-2-butanol has been established based on the sequential use of two biocatalysts. A Pichia farinosa IAM 4682 mediated reduction of 4-(phenylthio)-2-butanone afforded (R)-4-(phenylthio)-2
