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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1587529Generated: October 26, 2026

Tris(hydroxymethyl)aminomethane → (+/-) methyl 11alpha,16-dihydroxy-16-methyl-9-oxoprost-13E-en-1-oic acid

https://huagongshe.com/reaction/1587529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTris(hydroxymethyl)aminomethaneHCID 6503—
ReactantMisoprostolHCID 5282381—
Product(+/-) methyl 11alpha,16-dihydroxy-16-methyl-9-oxoprost-13E-en-1-oic acidHCID 18648364—

Reaction Steps

To a stirred suspension of 3.1 g of (±) methyl 11α, 16-dihydroxy-16-methyl-9-oxoprost-13E-en-1-oate in 20 ml Tris buffer (pH 8.0) is added 50 ml porcine liver esterase (Sigma, St. Louis, MO). After 3 hours of stirring at room temperature, the reaction is extracted with 4 portions of ethyl acetate, the extracts combined, dried (Na2SO4), evaporated and chromatographed on silica gel to give 2.8 g of (±) methyl 11α, 16-dihydroxy-16-methyl-9-oxoprost-13E-en-1-oic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05218139
Source datasetuspto-grants-1993_06
ORD IDord-bd35d21d9e074c5d874f89cfa3802ae1
Source noteuspto-grants-1993_06