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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1482217Generated: October 31, 2026

Ethyl bromoacetate → Ethyl 2-((tert-butoxycarbonyl)(2-(tert-butyldisulfanyl)ethyl)amino)acetate

https://huagongshe.com/reaction/1482217

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(tert-Butyldithio)ethanamineHCID 434077—
ReactantTert-butyldicarbonateHCID 22064466—
SolventDichloromethaneHCID 6344—
ProductEthyl 2-((tert-butoxycarbonyl)(2-(tert-butyldisulfanyl)ethyl)amino)acetateHCID 8966844575.6%

Reaction Steps

2-(tert-Butyldisulfanyl)ethanamine (Compound 6c-A, 0.21 g, 1.26 mmol) and ethyl 2-bromoacetate (0.23 g, 1.39 mmol) were dissolved in DCM (6.0 ml), DIPEA (1.10 ml, 6.31 mmol) was added, and the mixture was stirred at room temperature for 17 hours. tert-Butyl dicarbonate (358 mg, 1.64 mmol) was added to the reaction solution, and the mixture was stirred at room temperature for 15 minutes. The reaction solution was then directly purified by column chromatography (hexane:ethyl acetate=4:1) to afford the title compound (334.8 mg, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409952B2
Source datasetuspto-grants-2016_08
ORD IDord-c676804a5a324fedb2f1064e5120d8d0
Source noteuspto-grants-2016_08