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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 324592Generated: October 26, 2026

Ethyl isocyanatoacetate → Methyl (2S)-ethyloxycarbonylmethylaminocarbonylamino-3-tert-butoxycarbonylaminopropionate

https://huagongshe.com/reaction/324592

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl isocyanatoacetateHCID 76283—
Reactantmethyl (2S)-2-amino-3-{[(tert-butoxy)carbonyl]amino}propanoate hydrochlorideHCID 18334328—
SolventTetrahydrofuranHCID 8028—
ProductMethyl (2S)-ethyloxycarbonylmethylaminocarbonylamino-3-tert-butoxycarbonylaminopropionateHCID 8658369685%

Reaction Steps

5.13 ml (45.8 mmol) of ethyl isocyanatoacetate are added dropwise to a suspension of 10 g (45.8 mmol) of the compound (3.3) in 100 ml of tetrahydrofuran and the mixture is left to stir at room temperature for 3 h; the solvent is removed in vacuo and the residue is chromatographed through silica gel using ethyl acetate/methanol =20/1. 13.44 g (85%) of (3.4) are obtained as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06218415B1
Source datasetuspto-grants-2001_04
ORD IDord-831b016db4fe44d39baa707c42c20f35
Source noteuspto-grants-2001_04