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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2381923Generated: October 30, 2026

{Benzyloxycarbonyl-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylamino)-ethyl]-amino}-acetic acid ethyl ester → HCID 68554807, compound

https://huagongshe.com/reaction/2381923

Reaction equation

Participants

RoleNameHCIDCharge
Reactant{Benzyloxycarbonyl-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylamino)-ethyl]-amino}-acetic acid ethyl esterHCID 68557343—
SolventDiphenyl EtherHCID 7583—
ProductHCID 68554807HCID 6855480764%

Reaction Steps

A solution of {benzyloxycarbonyl-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylamino)-ethyl]-amino}-acetic acid ethyl ester (0.22 g, 0.52 mmol) in diphenyl ether (3 mL) is heated to reflux for 2 h. Diphenyl ether is removed by vacuum distillation and the residue is purified by flash silica gel chromatography (2:1:1 to 1:1:1 heptane:DCM:EtOAc gradient elution) to afford 4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-oxo-piperazine-1-carboxylic acid benzyl ester as a solid (0.126 g, 64%). MS: 380 (M+H); 1H NMR (300 MHz, CDCl3) δ 7.86-7.95 (m, 2H), 7.75-7.86 (m, 2H), 7.24-7.42 (m, 5H), 5.20 (s, 2H), 4.42 (s, 2H), 3.90-4.05 (m, 2H), 3.65-3.87 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08258130B2
Source datasetuspto-grants-2012_09
ORD IDord-db4b0784094c407e87c85cb8ca63e793
Source noteuspto-grants-2012_09