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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 347598Generated: October 30, 2026

1,2-Dichloroethane → 2-Amino-pentanedioic acid 5-tert-butyl ester 1-ethyl ester

https://huagongshe.com/reaction/347598

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant(2S)-2-amino-5-(tert-butoxy)-5-oxopentanoic acidHCID 7010573—
SolventEthanolHCID 702—
Product2-Amino-pentanedioic acid 5-tert-butyl ester 1-ethyl esterHCID 58703852—

Reaction Steps

A dry 250 mL round-bottomed flask was charged with 2.200 g (10.800 mmol) H-Glu(O-t-Bu)-OH (41a) dissolved in 100 mL ethanol. To this was added 4.4 g (22.9 mmol) EDC and 3.2 g (23.7 mmol) HOBt. The reaction mixture was stirred at ambient temperature for 22 h. The reaction mixture was followed to completion according to the LC-MS data. The solvent was removed under reduced pressure and the resulting oil was dissolved in dichloromethane 300 mL and extracted with H2O 300 mL. The H2O-phase was adjusted to pH 9.5. The crude product was extracted into dichloromethane 400 mL, dried over NaSO4, filtrated and evaporated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07175767B2
Source datasetuspto-grants-2007_02
ORD IDord-182a3e3987f9471fb45124ab42384b52
Source noteuspto-grants-2007_02