Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910000Generated: October 25, 2026

Diisopropylethylamine → {[2-(Tert-butoxycarbonylamino)-ethyl]-methyl-amino}-acetic acid benzyl ester

https://huagongshe.com/reaction/910000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl N-(2-bromoethyl)carbamateHCID 4103526—
Reactant4-Methylbenzene-1-sulfonic acid--benzyl N-methylglycinate (1/1)HCID 12210899—
SolventDichloromethaneHCID 6344—
Product{[2-(Tert-butoxycarbonylamino)-ethyl]-methyl-amino}-acetic acid benzyl esterHCID 5965073038.2%

Reaction Steps

500 mg (1.42 mmol) of sarcosine benzyl ester p-toluenesulfonate, 478 mg (2.13 mmol) of 2-(tert-butoxycarbonylamino)-ethyl bromide, and 0.25 mL (2.13 mmol) of diisopropyl-ethylamine were dissolved in methylene chloride (10 mL), and then stirred at room temperature for approximately three days. After completion of the reaction, the reaction solution was concentrated and the residue obtained was purified by silica gel column chromatography (ethyl acetate) to yield 175 mg (38%) of {[2-(tert-butoxycarbonylamino)-ethyl]-methyl-amino}-acetic acid benzyl ester as a colorless viscous oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022047B2
Source datasetuspto-grants-2011_09
ORD IDord-8aa04aed8f674ce49ce09455ac4e5e70
Source noteuspto-grants-2011_09