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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74116Generated: October 29, 2026

Triethylamine → (R)-N-benzyl-2-(ethoxycarbonylamino)-3-hydroxypropionamide

https://huagongshe.com/reaction/74116

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl chloroformateHCID 10928—
Reactant(2R)-2-Amino-3-hydroxy-N-(phenylmethyl)propanamideHCID 10655432—
SolventTetrahydrofuranHCID 8028—
Product(R)-N-benzyl-2-(ethoxycarbonylamino)-3-hydroxypropionamideHCID 5334498673.04%

Reaction Steps

To a 250 mL three-neck round bottom flask, 9.65 g (0.0497 mol) (R)-2-amino-N-benzyl-3-hydroxypropionamide, 120 mL tetrahydrofuran, and 7.58 g (0.0749 mol) triethylamine were added in sequence, the mixture was stirred to obtain a solution. At a normal temperature, 6.01 g (0.0554 mol) ethyl chlorocarbonate was added. After the reaction was completed, the solvent was evaporated, and the residue was added with 100 mL water, and stirred uniformly. The solution was extracted with 50 mL×3 ethyl acetate, and the organic phases were combined and dried over anhydrous sodium sulfate. The solvent was evaporated, to obtain a white solid of 9.67 g (0.0363 mol). The molar yield was 73.04%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829226B2
Source datasetuspto-grants-2014_09
ORD IDord-8967ae5b38804f6ca2b764f681026423
Source noteuspto-grants-2014_09