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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1779216Generated: October 31, 2026

(S)-2-amino-3-(4-butoxy-phenyl)-propionamide → (E)-(2S,3S)-3-[(S)-2-(4-Butoxy-phenyl)-1-carbamoyl-ethylcarbamoyl]-2-hydroxy-2-(2-methoxy-ethyl)-12-oxo-nonadec-4-enoic acid

https://huagongshe.com/reaction/1779216

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-2-amino-3-(4-butoxy-phenyl)-propionamideHCID 90060237—
Reactanttert-butyl (E)-(2S,3S)-3-[(S)-2-(4-butoxy-phenyl)-1-methoxycarbonyl-ethylcarbamoyl]-11-(2-heptyl-[1,3]dioxolan-2-yl)-2-hydroxy-2-(2-methoxy-ethyl)-undec-4-enoateHCID 131734849—
Product(E)-(2S,3S)-3-[(S)-2-(4-Butoxy-phenyl)-1-carbamoyl-ethylcarbamoyl]-2-hydroxy-2-(2-methoxy-ethyl)-12-oxo-nonadec-4-enoic acidHCID 118157661—

Reaction Steps

An intermediate was synthesized by a method similar to that of No. 5534988, tert-butyl (E)-(2S,3S)-3-[(S)-2-(4-butoxy-phenyl)-1-methoxycarbonyl-ethylcarbamoyl]-11-(2-heptyl-[1,3]dioxolan-2-yl)-2-hydroxy-2-(2-methoxy-ethyl)-undec-4-enoate, except that (S)-2-amino-3-(4-butoxy-phenyl)-propionamide was used instead of (S)-2-amino-3-(4-butoxy-phenyl)-N-methyl-propionamide, and the title compound was obtained by a synthetic method similar to that of No. 5444958, (E)-(2S,3S)-3-[(S)-2-(4-butoxy-phenyl)-1-methoxycarbonyl-ethylcarbamoyl]-2-hydroxy-2-(2-methoxy-ethyl)-12-oxo-nonadec-4-enoic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266853B2
Source datasetuspto-grants-2016_02
ORD IDord-e1e4f6cb3efb443f8fe425831c6c0edd
Source noteuspto-grants-2016_02