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N-[2-(Boc-amino)ethyl]glycine ethyl ester hydrochloride

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category

DL-Amino Acids

Catalog number

BAT-000437

CAS number

347890-34-0

Molecular Formula

C11H22N2O4·HCl

Molecular Weight

282.76

N-[2-(Boc-amino)ethyl]glycine ethyl ester hydrochloride

Specification
Reference Reading

IUPAC Name

ethyl 2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethylamino]acetate;hydrochloride

Synonyms

N-(Boc-aminoethyl)-Gly-OEt HCl; Ethyl [2-(Boc-amino)ethylamino]acetate hydrochloride; Ethyl N-[(2-Boc-amino)ethyl]glycinate hydrochloride

Related CAS

72648-80-7 (free base)

Appearance

White solid

Purity

≥ 97% (NMR)

Melting Point

116-119 °C

Boiling Point

352°C at 760mmHg

Storage

Store at 2-8 °C

InChI

InChI=1S/C11H22N2O4.ClH/c1-5-16-9(14)8-12-6-7-13-10(15)17-11(2,3)4;/h12H,5-8H2,1-4H3,(H,13,15);1H

InChI Key

CZTZMHQGYIOSNM-UHFFFAOYSA-N

Canonical SMILES

CCOC(=O)CNCCNC(=O)OC(C)(C)C.Cl

1.A convenient and scalable synthesis of ethyl N-[(2-Boc-amino)ethyl]glycinate and its hydrochloride. Key intermediates for peptide nucleic acid synthesis.

Viirre RD1, Hudson RH. J Org Chem. 2003 Feb 21;68(4):1630-2.

An improved synthesis of ethyl N-[(2-Boc-amino)ethyl]glycinate and its hydrochloride salt is reported. The synthesis is based on the reductive alkylation of Boc-ethylenediamine with ethyl glyoxylate hydrate and furnishes the title compound in near quantitative yield and high purity without chromatography. This compound is suitable, as is, for the synthesis peptide nucleic acid monomers. Further, conversion to the hydrochloride salt provides a stable, nonhygroscopic solid that is a convenient form for handling and storage.