35183-82-5

Upstream product

• 42186-61-8 5-(Triphenyl-λ⁵-phosphanylidene)-pentanoic acid anion 
• 90157-69-0 [(6R,7R)-7-((E)-(S)-3-Hydroxy-oct-1-enyl)-1,4-dioxa-spiro[4.4]non-6-yl]-acetaldehyde 
• 35120-22-0 (Z)-7-[(1S,2R)-2-((E)-(S)-3-Hydroxy-oct-1-enyl)-5-oxo-cyclopentyl]-hept-5-enoic acid methyl ester 
• 34896-05-4 γ-lactone of 5α-hydroxy-2β-(3-oxo-1-trans-octenyl)-1α-cyclopentaneacetic acid 
• 99097-85-5 15-tert-butyldimethylsilyl ether of rac-8R*,9S*,12S*,15R*-11-deoxyprostaglandin-E₂ methyl ester 
• 87692-31-7 15-tert-butyldimethylsilyl ether of rac-8R*,9S*,12S*,15R*-11-deoxyprostaglandin-F_2α methyl ester 
• 81007-56-9 rac-1R*,3S*,5S*,6S*,1'S*,2'E-3-exo-methoxy-6-endo-(3'-acetoxy-2'-octenyl)-2-oxabicyclo<3.3.0>octane 
• 110217-02-2 rac-1R*,3S*,5S*,6S*,1'S*,2'E-3-exo-methoxy-6-endo-(1'-acetoxy-2'-octenyl)-2-oxabicyclo<3.3.0>octane 
• 110217-01-1 rac-1R*,3S*,5S*,6S*,1'S*,2'E-3-exo-methoxy-6-endo-(1'-hydroxy-2'-octenyl)-2-oxabicyclo<3.3.0>octane 
• 41300-70-3 rac-8R*,9S*,12S*,15R*-11-deoxyprostaglandin-F_2α methyl ester 
• 65627-35-2 rac-1R*,3S*,5S*,6S*,1'E-3-hydroxy-6-endo-(3'-hydroxy-2'-octenyl)-2-oxabicyclo<3.3.0>octane 
• 110099-16-6 rac-1R*,3S*,5S*,6S*,1'R*-exo-methoxy-6-endo-(1'-hydroxy-2'-octynyl)-2-oxabicyclo<3.3.0>octane 
• 110099-16-6 rac-1R*,3R*,5S*,6S*,1'R*-exo-methoxy-6-endo-(1'-hydroxy-2'-octynyl)-2-oxabicyclo<3.3.0>octane 
• 17814-85-6 (4-carboxybutyl)triphenylphosphonium bromide 

Relevant academic research and scientific papers

STEREOCONVERGENT METHOD FOR CONSTRUCTION OF THE ω-SIDE CHAIN OF PROSTAGLANDINS WITH 1-HEPTYNE AS SYNTHON

A stereoconvergent method for the construction of the ω-chain by condensation with 1-heptyne, leading to the epimeric acetylenic alcohols, and by conversion of both epimers into the final product by similar schemes is described for the case of the synthesis of rac-11-deoxy-prostaglandin-E2 form the known prostaglandin synthon 3-methoxy-6-endo-formyl-2-oxabicyclooctane.Stereoconvergence is achieved by the use of the stereochemical relationships govering the isomerization of substituted acetates of cis- and trans-allyl alcohols catalyzed by palladium salts.

A new and unusually flexible route to cyclopentanoids synthesis of sarkomycin and prostaglandins

Combination of the dianion of dialky 3-hexenedioate and β-bromopropionate leads directly to a 2,3-disubstituted cyclopentanone, which can be transformed to a variety of primary prostaglandins and sarkomycin.

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.