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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1979489Generated: October 29, 2026

1-Phenethylamine, (+)- → (-)-3-[3-(1-tert-butylcarbonylmethyl-2-oxo-5-phenyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)ureido]benzoic acid (R)-(+)-alpha-methylbenzylamine salt

https://huagongshe.com/reaction/1979489

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Phenethylamine, (+)-HCID 643189—
Reactant3-[3-(1-tert-butylcarbonylmethyl-2-oxo-5-phenyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)ureido]benzoic acidHCID 22709429—
SolventIsopropanolHCID 3776—
Product(-)-3-[3-(1-tert-butylcarbonylmethyl-2-oxo-5-phenyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)ureido]benzoic acid (R)-(+)-alpha-methylbenzylamine saltHCID 8675698117.3%

Reaction Steps

(R)-(+)-α-methylbenzylamine (242 mg) was added to a solution of (±)-3-[3-(1-tert-butylcarbonylmethyl-2-oxo-5-phenyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)ureido]benzoic acid (1.03 g) in 2-propanol (20 ml), the mixture was stirred overnight. Crystals so precipitated were collected by filtration, the crystals were recrystallized from 2-propanol, to thereby obtain 220 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06239131B1
Source datasetuspto-grants-2001_05
ORD IDord-e5e7e88325f14d449d7c2f0491d53ccf
Source noteuspto-grants-2001_05