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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84814Generated: October 25, 2026

1,2-Dichloroethane → (R)-Benzyl (1-amino-1-oxo-3-phenylpropan-2-yl)carbamate

https://huagongshe.com/reaction/84814

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantAmmonium HydroxideHCID 14923—
ReactantN-(Benzyloxycarbonyl)-D-phenylalanineHCID 675678—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(R)-Benzyl (1-amino-1-oxo-3-phenylpropan-2-yl)carbamateHCID 6807730791.3%

Reaction Steps

To a solution of N-Cbz-D-phenylalanine (1.00 g, 3.34 mmol) and HOBt hydrate (0.614 g, 4.01 mmol) in DMF (9 mL), EDC (0.834 g, 4.34 mmol) was added. The mixture was stirred for 40 min. Then conc. NH4OH (1.00 mL, ˜14 mmol) was added. It was stirred for 72 h. Water and EtOAc were added. The organic phase was separated, washed with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give (R)-benzyl 1-amino-1-oxo-3-phenylpropan-2-ylcarbamate as a solid (0.910 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846928B2
Source datasetuspto-grants-2014_09
ORD IDord-737c08dce2a14a189416c44c5153e7e5
Source noteuspto-grants-2014_09