118629-73-5

Upstream product

• 113826-06-5 (R)-glycidyl tosylate 
• 6921-34-2 benzylmagnesium chloride 
• 768-56-9 4-Phenylbut-1-ene 
• 98-59-9 p-toluenesulfonyl chloride 
• 124988-64-3 (S)-4-phenyl-1,2-butanediol 
• 1449-46-3 benzyltriphenylphosphonium bromide 
• 152203-65-1 (4S)-2,2-dimethyl-4-styryl-1,3-dioxolane 
• 157732-87-1 (4S)-2,2-dimethyl-4-(2-phenylethyl)-1,3-dioxolane 
• 1589-82-8 phenylmagnesium bromide 
• 70987-78-9 (S)-Glycidyl tosylate 

Downstream Products

• 125103-96-0 (S)-5-phenyl-3-hydroxypentanenitrile 
• 862464-32-2 methyl (5S)-5-hydroxy-3-oxo-7-phenylheptanoate 
• 587-63-3 7,8-dihydrokawain 
• 182950-96-5 (6S)-6-(2-phenylethyl)dihydropyran-2,4⁽³⁾-dione 
• 913258-22-7 (S)-1,2-epoxy-4-phenylbutane 
• 41639-83-2 latanoprost acid 
• 913258-32-9 (Z)-3-hydroxy-2-(hydroxymethyl)-2-methylpropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate 
• 145773-22-4 isopropyl (E)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(R)-3-hydroxy-5-phenylpentyl]cyclopentyl}hept-5-enoate 
• 913258-20-5 (S)-4-phenyl-1-iodo-2-(triethylsiloxy)butane 
• 913258-23-8 (S)-2-hydroxy-1-iodo-4-phenylbutane 
• 913258-19-2 (S)-4-phenyl-1-(p-tolylsulfonyloxy)-2-(triethylsiloxy)butane 

Relevant academic research and scientific papers

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.

3-(2-Acylamino-1-Hydroxyethyl)-Morpholine Derivatives and Their Use as Bace Inhibitors

The present invention provides BACE inhibitors of Formula (I); methods for their use and preparation, and intermediates useful for their preparation.

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)-(

Highly stereoselective Friedel-Crafts alkylations of unactivated benzenes by episulfonium ion cyclizations

Intermolecular additions of highly enantiomerically enriched episulfonium ions onto activated benzene rings are known to accomplish chiral Friedel-Crafts alkylations. Unactivated benzenes are either unreactive or can give low stereoselectivities. Intramol

Arenesulfonate Derivatives of Homochiral Glycidol: Versatile Chiral Building Blocks for Organic Synthesis

The preparation of a series of crystalline arenesulfonate derivatives of enantiomerically enriched glycidol is described.The enhancement of optical purity by recrystallization was particularly successful for two of these derivatives, glycidyl tosylate and glycidyl 3-nitrobenzenesulfonate, which were obtained in 97 percent ee and 99 percent ee, respectively.Very high regioselectivity was observed in the reactions of these compounds with a variety of nucleophiles, including aryl oxides, Et2AlCN, organometallic reagents, and BH3-NaBH4.The application of this methodology to the synthesis of homochiral β-adrenergic blocking agents and homochiral terminal epoxides is discussed.