83009-96-5

Usage

InChI:InChI=1/C21H34O5S/c1-26-20(25)10-6-3-7-13-27-21-16(18(23)14-19(21)24)11-12-17(22)15-8-4-2-5-9-15/h11-12,15-18,21-23H,2-10,13-14H2,1H3/b12-11+/t16-,17?,18+,21+/m0/s1

Upstream product

• 83009-66-9 6-{(1R,2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid methyl ester 
• 71399-48-9 3-cyclohexyl-3RS-hydroxy-1-iodoprop-1E-ene 
• 20756-86-9 1-mercapto-5-carbomethoxy-pentane 
• 83009-47-6 methyl-6-<(4R)-tert-butyldimethylsilyloxy-2-oxo-5-cyclopenten-1-ylthio>hexanoate 
• 74842-61-8 (+)-(1E)-(3S)-3-cyclohexyl-3-hydroxyl-1-iodo-1-propene 
• 438527-27-6 (4R)-tert-butyldimethylsilyloxy-2,3-epoxycyclopentanone 
• 82476-95-7 (1E)-(3S)-3-tert-butyldimethylsilyloxy-3-cyclohexyl-1-iodo-1-propene 
• 99295-30-4 6-[(1S,2S,3R)-2-((E)-(S)-3-Cyclohexyl-3-hydroxy-propenyl)-3-hydroxy-5-oxo-cyclopentylsulfanyl]-hexanoic acid methyl ester 

Downstream Products

• 88462-14-0 6-[(1R,2S,3R)-2-((R)-3-Cyclohexyl-3-hydroxy-propyl)-3-hydroxy-5-oxo-cyclopentylsulfanyl]-hexanoic acid methyl ester 
• 83010-13-3 6-[(1R,2S,3R)-2-((E)-(S)-3-Cyclohexyl-3-hydroxy-propenyl)-3-hydroxy-5-oxo-cyclopentanesulfinyl]-hexanoic acid methyl ester 
• 83009-87-4 15-cyclohexyl-ω-pentanor-7-thiaprostaglandin E₁ 
• 99295-30-4 6-[(1S,2S,3R)-2-((E)-(S)-3-Cyclohexyl-3-hydroxy-propenyl)-3-hydroxy-5-oxo-cyclopentylsulfanyl]-hexanoic acid methyl ester 

Relevant academic research and scientific papers

Dehydration and epimerization of 7-thiaprostaglandin E1 analogues.

The kinetics of epimerization and dehydration of 7-thiaprostaglandin E1 (7-S-PGE1) analogues in various solvent systems were examined using HPLC. The epimerization at the C-8 position was rapid and resulted in a considerable amount of the 8-epimer (14-35%) at equilibrium. The dehydration was also rapid compared with that of the natural prostaglandin E1 (PGE1). The lability may be attributed to an effect of the sulfur atom substituted for the C-7 methylene.

Synthesis of 7-thiaprostaglandin E1 congeners: Potent inhibitors of platelet aggregation

Novel 7-thiaprostaglandin E1 derivatives and congeners were synthesized by a stepwise three-component coupling process, which involves the introduction of α-side chains (thiols) and β-side chains (organocopper reagents) into (R)-4-tert-butyldim