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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 232136Generated: October 28, 2026

3-[(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyloxazolidin-5-yl]-2-[2-(2-tetrahydropyranyloxy)ethyl]-2-propenoic acid methylamide → (2RS,4S,5S)-5-amino-4-hydroxy-2-[2-(2-tetrahydropyranyloxy)ethyl]-7-methyl-octanoic acid methylamide

https://huagongshe.com/reaction/232136

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-[(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyloxazolidin-5-yl]-2-[2-(2-tetrahydropyranyloxy)ethyl]-2-propenoic acid methylamideHCID 70046123—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(2RS,4S,5S)-5-amino-4-hydroxy-2-[2-(2-tetrahydropyranyloxy)ethyl]-7-methyl-octanoic acid methylamideHCID 57159732100%

Reaction Steps

29.2 mg of 3-[(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyloxazolidin-5-yl]-2-[2-(2-tetrahydropyranyloxy)ethyl]-2-propenoic acid methylamide was dissolved in ethanol and then hydrogenated by using palladium black as a catalyst under atmospheric pressure. The reaction mixture was subjected to filtration, and the solvent of the filtrate was distilled off under reduced pressure to obtain 19.2 mg of (2RS,4S,5S)-5-amino-4-hydroxy-2-[2-(2-tetrahydropyranyloxy)ethyl]-7-methyl-octanoic acid methylamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04851387
Source datasetuspto-grants-1989_07
ORD IDord-ed1b58663ef845cf9671545d2c991595
Source noteuspto-grants-1989_07