HuagongsheHuagongshe Chemistry Print Report · For research reference only
(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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1S,2S)-2-aminocyclopentan-1-ol hydrochloride | HCID 16211106 | — |
| Reactant | 2-[(E)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid | HCID 59568539 | — |
| Product | 2-[(e)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid ((1s,2s)-2-hydroxy-cyclopentyl)-amide | HCID 49781369 | 65% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178522B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-dff3918f44354b539c4d67b66d1762ea |
| Source note | uspto-grants-2012_05 |