HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-1-butanol, (+)- → 2-[(E)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid ((S)-1-hydroxymethyl-propyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-1-butanol, (+)- | HCID 120084 | — |
| 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 ((S)-1-hydroxymethyl-propyl)-amide | HCID 49781367 | 79% |
Reaction Steps
As described for example 105, 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 (S)-2-amino-1-butanol instead of (R)-2-amino-1-butanol, to the title compound (150 mg, 79%) which was obtained as a light yellow solid after purification by chromatography (silica, 50 to 100% ethyl acetate in heptane) and recrystallization from ethyl acetate/heptane. MS: m/e=378.4 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178522B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-724fe2e2c6f54211bd69f1fdee369dc7 |
| Source note | uspto-grants-2012_05 |