443796-72-3

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 443796-63-2 (E)-6-[(1R,2S,3R,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-chloro-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hex-4-en-1-ol 
• 443796-67-6 (4E)-6-[(1R,2S,3R,5R)-2-(t-butyldimethylsiloxy)methyl-5-chloro-3-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl]hex-4-enoic acid ethyl ester 
• 443796-62-1 Acetic acid 2-[(1R,2S,3R,5R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-chloro-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-ethyl ester 
• 443796-61-0 Acetic acid 2-[(1R,2S,3R,5S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-ethyl ester 
• 443796-66-5 1-[(1R,2S,3R,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-chloro-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-3-en-2-ol 
• 443796-65-4 (1R,2S,3R,5R)-[2-(t-butyldimethylsiloxy)methyl-5-chloro-3-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl]ethanol 
• 443796-76-7 [(1R,2S,3R,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-chloro-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-acetaldehyde 
• 149585-89-7 (1S,2R,3S,4R)-3-((tert-butyldimethylsilyloxy)methyl)-2-(2-hydroxyethyl)-4-(tetrahydro-2H-pyran-2-yloxy)cyclopentanol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 69222-61-3 2-oxo-6-syn-(hydroxymethyl)-7-anti-(tetrahydropyran-2-yloxy)-cis-bicyclo<3.3.0>octan-3-one 
• 65025-95-8 (3aR,4S,5R,6aS)-4-({[dimethyl(2-methyl-2-propanyl)silyl]oxy}methyl)-5-(tetrahydro-2H-pyran-2-yloxy)hexahydro-2H-cyclopenta[b]furan-2-one 

Relevant academic research and scientific papers

A practical synthesis and biological evaluation of 9-halogenated PGF analogues.

A series of 9-halo PGF analogues 1-2 and 5-13 were synthesized and biologically evaluated. Among the compounds, 2 was the best EP2-receptor agonist. A practical method of synthesizing 2 via the Julia olefination of an aldehyde 3 with an optically active sulfone 4, which was prepared by Sharpless asymmetric epoxidation of 15, was developed. Other 9-halogenated PGF analogues were synthesized essentially by the same procedure and evaluated. The absolute configuration of 16-OH of 2 was determined as S by the X-ray analysis of a salt consisting of a 1/1 molar ratio of 2 and L-lysine.