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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 622641Generated: October 26, 2026

Oleoyl chloride → palmitoyl-Leu-Pro-OMe

https://huagongshe.com/reaction/622641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOleoyl chlorideHCID 5364783—
ReactantMethyl N6-((benzyloxy)carbonyl)-L-lysyl-L-prolinate, 2,2,2-trifluoroacetate saltHCID 131667640—
SolventN-Carbobenzoxy-L-valineHCID 726987—
SolventH-Leu-Leu-Pro-OMeHCID 131715721—
Productpalmitoyl-Leu-Pro-OMeHCID 131715720—

Reaction Steps

Instead of oleoyl chloride in (b), (a) palmitoyl chloride, (b) stearoyl chloride and (c) linoleolyl chloride were used to obtain (a') palmitoyl-Leu-Pro-OMe (SUAM 1141), (b') stearoyl-Leu-Pro-OMe (SUAM 1142) and (c') linoleoyl-Leu-Pro-OMe (SUAM 1143), respectively. Further, instead of H-Leu-Pro-OMe in (b), (d) H-Val-Pro-OMe, (e) H-Ala-Pro-OMe (f) H-Leu-Leu-Pro-OMe, (g) H-Phe-Pro-OMe, (h) H-Met-Pro-OMe and (i) H-norLeu-Pro-OMe were used to obtain (d') oleoyl-Val-Pro-OMe (SUAM 1147), (e') oleoyl -Ala-Pro-OMe (SUAM 1076), (f') oleoyl-Leu-Leu-Pro-OMe (SUAM 1159), (g') oleoyl-Phe-Pro-OMe (SUAM) 1194), (h') oleoyl-Met-Pro-OMe (SUAM 1198) and (i') oleoyl-norLeu-Pro-OMe (SUAM 1164), as oils, respectively.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04772587
Source datasetuspto-grants-1988_09
ORD IDord-769ae782d43b448698f48b4977beb9eb
Source noteuspto-grants-1988_09