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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1872164Generated: November 1, 2026

Dimethylamine, hydrochloride → (S)-[2-(4-Amino-phenyl)-1-dimethylcarbamoyl-ethyl]-carbamic acid tert-butylester

https://huagongshe.com/reaction/1872164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamine, hydrochlorideHCID 10473—
Reactant(2S)-3-(4-aminophenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acidHCID 2761482—
Product(S)-[2-(4-Amino-phenyl)-1-dimethylcarbamoyl-ethyl]-carbamic acid tert-butylesterHCID 20679220—

Reaction Steps

Dimethylamine hydrochloride (2.04 mmol) and Boc-p-amino-L-phenylalanine (1.7 mmol) were coupled according to Procedure A (0-25° C. reaction temperature, 4:1 dichloro-methaneldimethylformamide reaction solvent, washed with base only). The product was purified by chromatography on silica gel eluted with 50, 60, 70 and 100% ethyl acetate in hexanes. Yield 226 mg, 42%; HPLC (70/30) 2.45 minutes (100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06107329
Source datasetuspto-grants-2000_08
ORD IDord-ffface8119e340baa5c0b4a09047e08b
Source noteuspto-grants-2000_08