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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2182974Generated: October 27, 2026

Trifluoroacetic acid → (3R)-6-cyclohexyl-3-{3-[(dimethylamino)carbonyl]-1,2,4-oxadiazol-5-yl}hexanoic acid

https://huagongshe.com/reaction/2182974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl (3R)-6-cyclohexyl-3-{3-[(dimethylamino)carbonyl]-1,2,4-oxadiazol-5-yl}hexanoateHCID 59909786—
SolventDichloromethaneHCID 6344—
Product(3R)-6-cyclohexyl-3-{3-[(dimethylamino)carbonyl]-1,2,4-oxadiazol-5-yl}hexanoic acidHCID 5990982063%

Reaction Steps

A solution of tert-butyl (3R)-6-cyclohexyl-3-{3-[(dimethylamino)carbonyl]-1,2,4-oxadiazol-5-yl}hexanoate (Preparation 10) (2.35 g, 5.97 mmol) in dichloromethane (10 ml) was treated with trifluoroacetic acid (2 ml) and the resulting mixture was stirred at room temperature under a nitrogen atmosphere for 17 hours. The solvent was removed under reduced pressure and the residue azeotroped from dichloromethane. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol (98:2) to afford the title compound (1.27 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06897306B2
Source datasetuspto-grants-2005_05
ORD IDord-ca9fe2bb3c2e427e8ab7e22cc6098bc8
Source noteuspto-grants-2005_05