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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2425172Generated: October 28, 2026

Diisopropylethylamine → N-[(Benzhydryl-methyl-carbamoyl)-methyl]-3-phenyl-propionamide

https://huagongshe.com/reaction/2425172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantPhenylpropionylglycineHCID 152323—
ReactantN-(Diphenylmethyl)methylamineHCID 411467—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
SolventAcetonitrileHCID 6342—
ProductN-[(Benzhydryl-methyl-carbamoyl)-methyl]-3-phenyl-propionamideHCID 5968916146%

Reaction Steps

A solution of 2.0 mmol N-(diphenylmethyl)methylamine, 2.0 mmol (3-phenyl-propionylamino)-acetic acid (CA [56613-60-6]) and 6.0 mmol DIPEA in 10 ml of acetonitrile was treated with 2.2 mmol of TBTU. After 2 hours at room temperature, the reaction mixture was concentrated, diluted with water and extracted 3 times with ethyl acetate. The organic phase was dried and the residue purified by chromatography (SiO2; dichloromethane/methanol) to give the title compound as a slightly yellowish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964645B2
Source datasetuspto-grants-2011_06
ORD IDord-2fdbd749bb1c4520a0a2f62ab91029ef
Source noteuspto-grants-2011_06