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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1279820Generated: November 1, 2026

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

https://huagongshe.com/reaction/1279820

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 numberUS06448278B2
Source datasetuspto-grants-2002_09
ORD IDord-702b49b82c494d5dbdfb7ac18bdf088e
Source noteuspto-grants-2002_09