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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1923625Generated: November 2, 2026

(1S,2S)-2-aminocyclopentan-1-ol hydrochloride → 2-[(e)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid ((1s,2s)-2-hydroxy-cyclopentyl)-amide

https://huagongshe.com/reaction/1923625

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1S,2S)-2-aminocyclopentan-1-ol hydrochlorideHCID 16211106—
Reactant2-[(E)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acidHCID 59568539—
Product2-[(e)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid ((1s,2s)-2-hydroxy-cyclopentyl)-amideHCID 4978136965%

Reaction Steps

As described for example 104, 2-[(E)-2-(3-butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid (153 mg, 0.5 mmol) was converted, using trans-(1S,2S)-2-aminocyclopentanol hydrochloride instead of rac-2-amino-1-butanol, to the title compound (127 mg, 65%) which was obtained as an off white solid after purification by chromatography (silica, 50 to 100% ethyl acetate in heptane) and recrystallization from ethyl acetate/heptane. MS: m/e=390.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178522B2
Source datasetuspto-grants-2012_05
ORD IDord-dff3918f44354b539c4d67b66d1762ea
Source noteuspto-grants-2012_05