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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1994432Generated: October 30, 2026

Methyl 3-allylamino-2-benzyloxycarbonylamino-2-methylpropionate → Methyl 3-amino-2-benzyloxycarbonylamino-2-methylpropionate

https://huagongshe.com/reaction/1994432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-allylamino-2-benzyloxycarbonylamino-2-methylpropionateHCID 68691822—
CatalystHCID 178418397HCID 178418397—
SolventDichloromethaneHCID 6344—
ProductMethyl 3-amino-2-benzyloxycarbonylamino-2-methylpropionateHCID 6869223983.9%

Reaction Steps

A solution of 0.22 g (1.42 mmol) of N,N-dimethylbarbituric acid, 0.02 g (0.017 mmol) of Pd(PPh3)4, 1.5 ml of DCM and 0.145 g (0.47 mmol) of methyl 3-allylamino-2-benzyloxycarbonylamino-2-methylpropionate is heated at 35° C. for 2 h. The reaction solution is subsequently concentrated in vacuo, and then 20 ml of diethyl ether are added, and the solution is washed 3 times with 20 ml of saturated Na2CO3 each time. A pH of 2 is adjusted by dropwise addition of 4N HCl. The aqueous phase is separated off and extracted with 2 ml of EtOAc, and the solvent is removed in vacuo. 0.105 g of the desired product are obtained. MW (calculated, monoisotopic)=266, measured value: (M+H)+ 267.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652007B2
Source datasetuspto-grants-2010_01
ORD IDord-20e83a8ebfc3406f8c36920650cb261d
Source noteuspto-grants-2010_01