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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735647Generated: October 30, 2026

Diisopropylethylamine → (S)-benzyl 1-(3-nitrophenyl)ethylcarbamate

https://huagongshe.com/reaction/735647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzyl succinimido carbonateHCID 83172—
Reactant(S)-1-(3-nitrophenyl)ethanamine hydrochlorideHCID 11344712—
SolventDichloromethaneHCID 6344—
Product(S)-benzyl 1-(3-nitrophenyl)ethylcarbamateHCID 57842774118.4%

Reaction Steps

Benzyl 2,5-dioxopyrrolidin-1-yl carbonate (1.36 g, 5.5 mmol) was added to a solution of (S)-1-(3-nitrophenyl)ethanamine HCl (1 g, 4.95 mmol) in CH2Cl2 (70 mL) and DIEA (2.2 mL, 12.4 mmol) and the reaction mixture was stirred for 1 h. The mixture was diluted with CH2Cl2 (100 mL), washed with NaHCO3, brine, dried over Na2SO4 and concentrated in vacuo to yield 59A (1.76 g, 99%) as a white solid. MS (ESI) m/z 323.02 (M+Na)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592331B2
Source datasetuspto-grants-2009_09
ORD IDord-6b13a8ad25ea4da498aeabb3a9daa061
Source noteuspto-grants-2009_09