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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1384720Generated: November 1, 2026

Triethylamine → (3S)-2-Oxo-3-benzoylamino-5-(3-phenylpropionyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-acetic acid methyl ester

https://huagongshe.com/reaction/1384720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzenepropanoyl chlorideHCID 64801—
Reactant(3S)-2-oxo-3-(benzoylamino)-2,3,4,5-tetrahydro-1H-1,5-benzodiazecine-1-acetic acid methyl esterHCID 70235204—
SolventDichloromethaneHCID 6344—
Product(3S)-2-Oxo-3-benzoylamino-5-(3-phenylpropionyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-acetic acid methyl esterHCID 5715959887%

Reaction Steps

A solution of (3S)-2-oxo-3-(benzoylamino)-2,3,4,5-tetrahydro-1H-1,5-benzodiazecine-1-acetic acid methyl ester 200 mg, 0.57 mmol) in CH2Cl2(10 ml) was treated with triethylamine (1-9 mg, 1.13 mmol) and 3-phenylpropionyl chloride (114 mg, 0.68 mmol). The reaction was stirred at RT for 30 min and diluted with CH2Cl2. The solution was washed wIth*. aq. 10% HCl, sat. aq. NaHCO3 and sat. aq. NaCl, dried over Na2SO4 and concentrated in vacuo to give 240 mg (87%) of 602a as a white foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06258948B1
Source datasetuspto-grants-2001_07
ORD IDord-505d2bc5bd4c46ebbe9439b0afddee6e
Source noteuspto-grants-2001_07