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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1164155Generated: November 2, 2026

Acetic Anhydride → methyl (Z)-7-[(1R,2S)-2-[(E,3S)-3-acetyloxyoct-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-5-enoate

https://huagongshe.com/reaction/1164155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantProstaglandins E2 methyl esterHCID 6434107—
SolventPyridineHCID 1049—
Productmethyl (Z)-7-[(1R,2S)-2-[(E,3S)-3-acetyloxyoct-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-5-enoateHCID 13322736—

Reaction Conditions

Temperature35 °C

Reaction Steps

A mixture of 2.4 g of PGE2 methyl ester, 30 ml of acetic anhydride and 6 ml of pyridine was stirred at 35° C. for 40 hours. After concentration under reduced pressure, the residue was dissolved in diethyl ether, washed with water, and a saturated aqueous solution of sodium chloride, dried over magnesium sulphate and concentrated under reduced pressure to give 2.56 g of (5Z,13E)-(15S)-9-oxo-15-acetoxyprosta-5,10,13-trienoic acid methyl ester having the following physical characteristic:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04367237
Source datasetuspto-grants-1983_01
ORD IDord-b5895f55388349619c5da916d5b4bdbb
Source noteuspto-grants-1983_01