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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466011Generated: November 4, 2026

Acetic Acid → Ethyl [(2-{(tert-butoxycarbonyl) [2-(4-nitrophenyl)ethyl]amino}ethyl)amino]acetate

https://huagongshe.com/reaction/1466011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantGlycine ethyl ester, hydrochlorideHCID 2723640—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactanttert-Butyl [2-(4-nitrophenyl)ethyl](2-oxoethyl)carbamateHCID 117599485—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
ProductEthyl [(2-{(tert-butoxycarbonyl) [2-(4-nitrophenyl)ethyl]amino}ethyl)amino]acetateHCID 131732667—

Reaction Steps

To a solution of tert-Butyl [2-(4-nitrophenyl)ethyl](2-oxoethyl)carbamate (0.95 g, 3.1 mmol) in MeOH (20 mL) was added ethyl aminoacetate hydrochloride (480 mg, 3.4 mmol), sodium cyanoborohydride (590 mg, 9.3 mmol) and a drop of acetic acid. The mixture was allowed to stir at RT for 16 hours. LC showed good reaction. The reaction was diluted with EtOAc, washed with aqueous sodium carbonate, dried over sodium sulfate, and purified by silica gel chromatography to furnish the title compound. LC-MS (IE, m/z): 393 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999990B2
Source datasetuspto-grants-2015_04
ORD IDord-3a6f7c6430cc488cb6ea9daba5c68ffe
Source noteuspto-grants-2015_04