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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920926Generated: November 1, 2026

(R)-(-)-2-Amino-1-propanol → 3-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-isoxazole-5-carboxylic acid ((R)-2-hydroxy-1-methyl-ethyl)-amide

https://huagongshe.com/reaction/1920926

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-(-)-2-Amino-1-propanolHCID 80308—
ReactantHCID 67491973HCID 67491973—
ProductEthanolamineHCID 700—
Product3-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-isoxazole-5-carboxylic acid ((R)-2-hydroxy-1-methyl-ethyl)-amideHCID 59448139100.3%

Reaction Steps

As described for example 24b, 3-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-isoxazole-5-carboxylic acid methyl ester (199 mg, 0.68 mmol), was converted using (R)-1-hydroxymethylethylamine (61 mg, 0.81 mmol), instead of ethanolamine, to the title compound (137 mg, 60%) which was obtained as a colourless gum after purification by chromatography (silica, heptane:ethyl acetate=1:1 to 0:1). MS: m/e=338.5 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173652B2
Source datasetuspto-grants-2012_05
ORD IDord-0821a5d9e714428f81e77d88dffe1e10
Source noteuspto-grants-2012_05