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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2163793Generated: October 26, 2026

Aminoisobutyric acid → N-[4-(hexadecylamino)benzoyl]-2-methylalanine

https://huagongshe.com/reaction/2163793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAminoisobutyric acidHCID 6119—
ReactantTriethylamineHCID 8471—
ReactantSodium HydroxideHCID 14798—
ReactantN-[N-trifluoroacetyl-4-(hexadecylamino)benzoyloxy]succinimideHCID 20437360—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductN-[4-(hexadecylamino)benzoyl]-2-methylalanineHCID 20437359—

Reaction Steps

To a stirred solution of 103 mg. of 2-aminoisobutyric acid and 4.5 ml. of triethylamine in 1.5 ml. of water is added a solution of 550 mg. of N-[N-trifluoroacetyl-4-(hexadecylamino)benzoyloxy]succinimide in 4.5 ml. of ethanol. The mixture is stirred for 23 hours at room temperature, treated with 2 ml. of 2N sodium hydroxide solution, and then acidified. The mixture is diluted with water and then filtered. Recrystallization from ether-hexane affords the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04136256
Source datasetuspto-grants-1979_01
ORD IDord-28b5aee9d0e04b4d954528db4260888d
Source noteuspto-grants-1979_01