36969-91-2

Upstream product

• 17814-85-6 (4-carboxybutyl)triphenylphosphonium bromide 
• 78507-24-1 6β-<(E)-3-oct-1-enyl>-cis-α-2-oxabicyclo<3.3.0>octane-3-one 
• 78507-23-0 6β-<(E)-3-oct-1-enyl>-3β-hydroxymethyl-cis-α-2-oxabicyclo<3.3.0>octane 
• 78507-23-0 6β-<(E)-3-oct-1-enyl>-3α-hydroxymethyl-cis-α-2-oxabicyclo<3.3.0>octane 
• 78507-23-0 {(3aR,4R,6aS)-4-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-hexahydro-cyclopenta[b]furan-2-yl}-methanol 
• 36969-88-7 (3aR,4R,6aS)-4-((E)-3-Hydroxy-oct-1-enyl)-hexahydro-cyclopenta[b]furan-2-one 
• 34896-05-4 γ-lactone of 5α-hydroxy-2β-(3-oxo-1-trans-octenyl)-1α-cyclopentaneacetic acid 

Relevant academic research and scientific papers

A NEW SYNTHESIS OF (+/-)-11-DEOXYPROSTAGLANDINS

A synthesis of a (+/-)-11-deoxyprostaglandin F2α has been carried out from furfural and levulinic acid.The symmetrical key intermediate, diethyl 4,7-dioxodecanedioate, can easily be prepared from 5-furfurylidenelevulinic acid under acidic conditions.

Organocuprate Conjugate-addition-Enolate-alkylation Reactions: A New Synthesis of 11-Deoxyprostaglandins

A short synthesis of a key 11-deoxyprostaglandin precursor, 6β--cis-α-2-oxabicyclooctan-3-one (11), is reported.Important reactions in the synthesis include preparation of 2α-allyl-3β-oct-1-enyl>cyclopentanone (4) by an organocuprate conjugate-addition-enolate-alkylation reaction, regiospecific epoxidation-cyclisation of the alcohol (7) to give 6β-oct-1-enil>-3-hydroxymethyl-cis-α-2-oxabicyclooctane (9), and oxidative degradation of (9) with manganese dioxide to give 6β-oct-1-enyl)-cis-α-2-oxabicyclooctan-3-one (10).

Novel compounds of the 11-deoxyprostaglandin E3, R3α, and F3β series

This disclosure describes compounds of the 11-deoxyprostaglandin E2, F2α, F2β, E3, F3α, and F3β series having bronchodilator activity.