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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360162Generated: October 26, 2026

Ethyl diazoacetate → (2-t-Butoxycarbonylamino-1-methyl-ethoxy)-acetic acid ethyl ester

https://huagongshe.com/reaction/1360162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl diazoacetateHCID 12192—
Reactanttert-butyl N-(2-hydroxypropyl)carbamateHCID 9920508—
CatalystRhodium acetateHCID 168478—
Solvent1,1-DichloroethaneHCID 6365—
Product(2-t-Butoxycarbonylamino-1-methyl-ethoxy)-acetic acid ethyl esterHCID 8662190550.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

500 mg (2.85 mmol) of (2-hydroxy-propyl)-carbamic acid t-butyl ester was dissolved in 10 mL of dichloroethane, then 0.44 mL (4.24 mmol) of ethyl diazoacetate was added thereto. 38 mg (0.085 mmol) of rhodium acetate was added to the reaction and then heated to 80° C. for 2 hours. The solvent was distilled off under reduced pressure, and the residue was purified by column chromatography to give 381 mg (1.45 mmol) of the title compound in a yield of 50%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879848B2
Source datasetuspto-grants-2011_02
ORD IDord-56f23c32cfaf48b28aa22932f09fbbc6
Source noteuspto-grants-2011_02