62770-50-7

Usage

InChI:InChI=1/C20H34O5/c1-2-3-4-7-14(21)10-11-16-17-12-15(8-5-6-9-20(23)24)25-19(17)13-18(16)22/h10-11,14-19,21-22H,2-9,12-13H2,1H3,(H,23,24)/b11-10+/t14-,15-,16+,17?,18+,19+/m0/s1

Upstream product

• 77973-06-9 (2R,3aS,4S,5S,6aR)-4-((E)-3-Hydroxy-oct-1-enyl)-2-(5-hydroxy-pentyl)-hexahydro-cyclopenta[b]furan-5-ol 
• 77973-09-2 5-{(2S,3aR,4R,5S,6S,6aR)-5-(tert-Butyl-dimethyl-silanyloxy)-4-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-6-iodo-hexahydro-cyclopenta[b]furan-2-yl}-pentan-1-ol 
• 75683-21-5 5-{(2R,3aS,4S,5R,6R,6aS)-5-(tert-Butyl-dimethyl-silanyloxy)-4-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-6-iodo-hexahydro-cyclopenta[b]furan-2-yl}-pentanoic acid 
• 78478-38-3 methyl (6S,9α,11α,13E,15S)-6,9-epoxy-11,15-dihydroxy-5-(phenylseleno)-prosta-13-en-1-oate 
• 33854-16-9 (+)-prostaglandin F_2α 
• 63557-52-8 methyl (6S,9α,11α,13E,15S)-6,9-epoxy-11,15-dihydroxyprosta-13-en-1-oate 

Relevant academic research and scientific papers

Synthesis of (+/-)-6β-Prostaglandin I1 and (+/-)-6β-Decarboxyprostaglandin I1

The known hydroxy-aldehyde (5) has been converted into 6β-decarboxyprostaglandin I1 (19) and 6β-prostaglandin I1 (3) by (i) reaction with an appropriate organometallic reagent, (ii) cyclisation via the intermediate formation of an iodonium ion, and (iii) hydrodeiodination and desilylation.

Organoselenium-based synthesis of oxygen-containing prostacyclins

The application of organoselenium-induced ring closures to the synthesis of stable, oxygen-containing prostacyclins is described. The strategy involves utilization of PGF2α methyl ester (3) as a starting material in a PhSeCl-induced cyclization

Total Synthesis of (+/-)-6β-Prostaglandin I1

(+/-)-6β-Prostaglandin I1 (3) has been prepared from the readily available unsaturated aldehyde (6) in four steps.