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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 380205Generated: October 30, 2026

Potassium Carbonate → 1-[4-(Thiazol-2-yl)-phenyl]-4(S)-hydroxy-2-(tert-butoxycarbonyl)amino-5(S)-amino-6-phenyl-2-azahexane

https://huagongshe.com/reaction/380205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-[4-(thiazol-2-yl)phenyl]-4(S)-hydroxy-2-(tert-butoxycarbonyl)amino-5(S)-(trifluoroacetyl)amino-6-phenyl-2-azahexaneHCID 10530981—
SolventMethanolHCID 887—
Product1-[4-(Thiazol-2-yl)-phenyl]-4(S)-hydroxy-2-(tert-butoxycarbonyl)amino-5(S)-amino-6-phenyl-2-azahexaneHCID 10504489—

Reaction Conditions

Temperature70 °C

Reaction Steps

55 ml of a 1N K2CO3 solution are added dropwise to 3.12 g (5.5 mmol) of 1-[4-(thiazol-2-yl)-phenyl]-4(S)-hydroxy-2-(tert-butoxycarbonyl)amino-5(S)-(trifluoroacetyl)amino-6-phenyl-2-azahexane in 55 ml of methanol and the mixture is stirred at 70° C. for 9 hours. The mixture is cooled and ≈30 ml of methanol are evaporated off; methylene chloride and water are added and the aqueous phase is separated off and extracted with methylene chloride; the organic phases are washed with water, dried (Na2SO4) and concentrated by evaporation, yielding the title compound: HPLC20-100: tRet=1.9; FAB MS (M+H)+=469.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06300519B1
Source datasetuspto-grants-2001_10
ORD IDord-d76cb6e4a88145a983a510f06a10f601
Source noteuspto-grants-2001_10