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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926439Generated: October 29, 2026

7-tert-butoxycarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl adamantanecarboxylate → 6-adamantanecarbonyloxy-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-7-carboxylic acid

https://huagongshe.com/reaction/926439

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-tert-butoxycarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl adamantanecarboxylateHCID 118129011—
SolventFormic AcidHCID 284—
Product6-adamantanecarbonyloxy-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-7-carboxylic acidHCID 11812916495%

Reaction Conditions

Temperature40 °C

Reaction Steps

The ester (22) obtained in Synthesis Example 1-1-1, 388 g, was dissolved in 1,900 g of formic acid, followed by stirring at 40° C. for 10 hours. The formic acid was distilled off in vacuum and the residue was recrystallized from ethyl acetate, obtaining 319 g of the target compound (yield 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09285678B2
Source datasetuspto-grants-2016_03
ORD IDord-54c1ea512bda413bb6234513e535961d
Source noteuspto-grants-2016_03