Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413218Generated: November 3, 2026

Trifluoroacetic acid → (S)-2-(Adamantan-1-ylmethoxycarbonylamino)-3-{[5-(2-guanidinocarbonyl-cyclopropyl)-thiophene-2-carbonyl]-amino}-propionic acid

https://huagongshe.com/reaction/413218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(2s)-2-(1-Adamantylmethoxycarbonylamino)-3-((5-(2-(1,4,5,6-tetrahydropyrimidin-2-ylcarbamoyl)-cyclopropyl)-thiophene-2-carbonyl)-amino)-propionic acid tert-butyl esterHCID 69637307—
SolventDichloromethaneHCID 6344—
Product(S)-2-(Adamantan-1-ylmethoxycarbonylamino)-3-{[5-(2-guanidinocarbonyl-cyclopropyl)-thiophene-2-carbonyl]-amino}-propionic acidHCID 15859414—

Reaction Steps

48 mg of the product obtained in step c) were dissolved in 2 ml of dichloromethane and stirred for 3 hours with 1 ml of trifluoroacetic acid under an inert gas atmosphere at room temperature. The solvents were removed in vacuo, the residue was dissolved in acetic acid and the solution was again evaporated to dryness. This procedure was repeated once. The resinous residue was triturated with diethyl ether. After filtration 30 mg of the title compound were obtained as a colourless amorphous powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06566366B1
Source datasetuspto-grants-2003_05
ORD IDord-aa151016de1340bbbd73b29089fcaf18
Source noteuspto-grants-2003_05