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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1836603Generated: November 3, 2026

Triethylamine → HCID 23519194, compound

https://huagongshe.com/reaction/1836603

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantHOAtHCID 181649—
ReactantN-((1,1-dimethylethoxy)carbonyl)-2-methyl-alanineHCID 2733845—
Reactantethyl (2S)-2-amino-3-phenylmethoxypropanoate;hydrochlorideHCID 13500733—
SolventDichloromethaneHCID 6344—
ProductHCID 23519194HCID 23519194—

Reaction Steps

To a solution of BOC-α-methylalanine (3.05 g, 15 mmol), O-benzyl-L-serine ethyl ester hydrochloride (3.89 g, 15 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDCl, 2.88 g, 15 mmol) and 1-hydroxy-7-azabenzotriazole (HOAT, 2.04, 15 mmol) in methylene chloride (150 mL) is added triethylamine (1.52 g, 15 mmol). The mixture is stirred overnight and then concentrated in vacuo. The residue is re-dissolved in ethyl acetate and washed with water, 1 N HCl, water, and brine. The solution is dried over sodium sulfate and concentrated to yield N-[2-(BOC-amino)-2-methylpropionyl]-O-benzyl-L-serine ethyl ester of the formula

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06777443B2
Source datasetuspto-grants-2004_08
ORD IDord-0b0a71ea5ff24f8d842c5740d105fbae
Source noteuspto-grants-2004_08