157732-87-1

Upstream product

• 147976-19-0 (4S)-2,2-dimethyl-4-[(E)-2-phenylethenyl]-1,3-dioxolane 
• 152203-65-1 (4S)-2,2-dimethyl-4-styryl-1,3-dioxolane 
• 1449-46-3 benzyltriphenylphosphonium bromide 
• 768-56-9 4-Phenylbut-1-ene 
• 124988-64-3 (S)-4-phenyl-1,2-butanediol 
• 77-76-9 2,2-dimethoxy-propane 
• 1100-88-5 benzyltriphenylphosphonium chloride 

Downstream Products

• 124988-64-3 (S)-4-phenyl-1,2-butanediol 
• 620990-02-5 (4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide 
• 620990-01-4 (4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide 
• 620990-00-3 sulfamic acid 1-(tert-butyl-diphenyl-silanyloxymethyl)-3-phenyl-propyl ester 
• 620989-99-3 1-(tert-butyl-diphenyl-silanyloxy)-4-phenyl-butan-2-ol 
• 620989-96-0 (2R,4S)-4-Amino-4-phenyl-butane-1,2-diol 
• 212560-65-1 (R)-tert-butyl (3-oxo-1-phenylpropyl)carbamate 
• 143216-63-1 (2R,4R)-4-Amino-4-phenyl-butane-1,2-diol 
• 851372-04-8 (2R)-2-hydroxy-4-phenylbutyl 4-methylbenzenesulfonate 
• 182950-96-5 (6S)-6-(2-phenylethyl)dihydropyran-2,4⁽³⁾-dione 
• 143615-31-0 (2R)-4-phenylbutane-1,2-diol 
• 198561-33-0 (3R)-3-hydroxy-5-phenylpentanenitrile 
• 125103-96-0 (S)-5-phenyl-3-hydroxypentanenitrile 
• 587-63-3 7,8-dihydrokawain 

Relevant academic research and scientific papers

Carbohydrate/DBU Cocatalyzed Alkene Diboration: Mechanistic Insight Provides Enhanced Catalytic Efficiency and Substrate Scope

A mechanistic investigation of the carbohydrate/DBU cocatalyzed enantioselective diboration of alkenes is presented. These studies provide an understanding of the origin of stereoselectivity and also reveal a strategy for enhancing reactivity and broadening the substrate scope.

Scope and mechanism of the Pt-catalyzed enantioselective diboration of monosubstituted alkenes

The Pt-catalyzed enantioselective diboration of terminal alkenes can be accomplished in an enantioselective fashion in the presence of chiral phosphonite ligands. Optimal procedures and the substrate scope of this transformation are fully investigated. Reaction progress kinetic analysis and kinetic isotope effects suggest that the stereodefining step in the catalytic cycle is olefin migratory insertion into a Pt-B bond. Density functional theory analysis, combined with other experimental data, suggests that the insertion reaction positions platinum at the internal carbon of the substrate. A stereochemical model for this reaction is advanced that is in line both with these features and with the crystal structure of a Pt-ligand complex.

Total synthesis of a mevinic acid analog

Total synthesis of mevinic acid analog 1 has been achieved efficiently starting from chiral 2,3-O-isopropylidene-D-glyceraldehyde (2). The synthesis involves Mitsunobu reaction and Evans' intramolecular oxa-Michael syn-addition reactions as key steps. Cop

Pt-catalyzed enantioselective diboration of terminal alkenes with B 2(pin)2

(Chemical Equation Presented) The Pt-catalyzed enantioselective addition of bis(pinacolato)diboron to simple monosubstituted alkenes is described. This reaction occurs in the presence of a readily available chiral phosphonite ligand and is effective with a variety of terminal alkene substrates. Importantly, the reaction can operate with catalyst loadings of only 1 mol % Pt. While oxidation of the intermediate 1,2-bis(boronate) ester provides the chiral 1,2-diol as the reaction product, the intermediate may also be subjected to homologation/oxidation to furnish a chiral 1,4-diol as the reaction product.

Synthesis of yashabushidiol and its analogues and their cytotoxic activity against cancer cell lines

A total synthesis of yashabushidiol (1a), a linear diarylheptanoid having 1,3- diol system and its analogues has been achieved by alkynylation of 3-hydroxy-5-phenyl pentanal with substituted phenyl acetylenes. All the compounds have shown significant anti

A new synthetic approach to high-purity (15R)-latanoprost

This paper describes a new synthesis of latanoprost (1) that afforded high purity latanoprost in 16.9 % overall yield in eight synthetic steps from sulfone 4. The "a chain" in a derivative of the (-)-"Corey lactone" was elongated first, followed by the attachment of a novel, enantiomerically pure "ω chain" synthon. This ensured the absence of the undesired (15S)-1 diastereomer in the synthesized prostaglandin. The crystalline nature of the novel sulfone 4 facilitated its purification. A variation of the new synthesis of latanoprost is described, where the laboratory-scale synthesis was further adapted to a hundred-gram scale. In the course of the present synthesis, a new prostaglandin sulfone intermediate, 21, which may find application in the synthesis of diverse prostaglandin analogs, was introduced. A practical synthesis of novel, enantiomerically pure "ω chain" synthons 15, 16, and 17 has also been carried out, employing diol 12, which was obtained from derivatives of the D-mannitol chiral pool. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

PROCESS FOR PREPARATION OF 13,14-DIHYDRO-PGF2α DERIVATIVES

Invention relates to the process for preparation of 13,14-dihydro-PGF2α derivatives of R or S configuration at carbon atom in omega chain substituted by hydroxyl, represented by formula (I), wherein the meaning of substituents is defined in the description. Compounds (I) are valuable biologically active substances or intermediates thereof. The invention especially relates to the process for preparation of 13,14-dihydro-15(R)-17-substituted-18,19,20-trinor-PGF2α, ie. latanoprost.

A total synthesis of (+)- and (-)-dihydrokavain with a sonochemical blaise reaction as the key step

Starting from 2,3-O-isopropylidene-D-glyceraldehyde (2) as chiral material, the naturally occurring (S)-(+)-dihydrokavain (1a) was synthesized by a procedure that involves a sonochemical Blaise reaction as the key step. The absolute configuration of (S)-(

Stereoselective synthesis of the 1,N2-deoxyguanosine adducts of cinnamaldehyde. A stereocontrolled route to deoxyguanosine adducts of α,β-unsaturated aldehydes

α,β-Unsaturated aldehydes (enals) react with deoxyguanosine and have mutagenic potential. For higher enals, the reaction of deoxyguanosine gives diastereomeric 6-substituted 8-hydroxypyrimidopurinone products. These stereoisomers may have different local