Ethanolamine → 138148-37-5

Reaction equation

CO[C:3](=[O:10])[CH2:4][CH2:5][NH:6][C:7](=[O:9])[CH3:8].[CH2:11]([CH2:13][NH2:14])[OH:12]>>[C:7]([NH:6][CH2:5][CH2:4][C:3]([NH:14][CH2:13][CH2:11][OH:12])=[O:10])(=[O:9])[CH3:8]

Participants

Reactant 2

HCID 700Ethanolamine

HCID 12859671Methyl N-acetyl-beta-alaninate

Product 1

HCID 19805630138148-37-5

Procedure

According to scheme V, N-acetyl-β-alanine methyl ester 5 is reacted with ethanolamine neat at 85° C., giving 3-(acetylamino)-N-(2-hydroxyethyl)propanamide 16 which is reacted with oleoyl chloride 1, giving the ester isostere product 2-[[3-(acetylamino)-1-oxopropyl]amino]ethyl-9(Z)-octadecenoate 17. ##STR13##

Sources & evidence

ORD record: ord-9550ab658b32435baf94b8d20c6cc3b4
Source dataset: uspto-grants-1992_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05173510

Reaction notes

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