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D87589

Sigma-Aldrich

Diethyl aminomalonate hydrochloride

98%

Synonym(s):

Aminomalonic acid diethyl ester hydrochloride

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About This Item

Linear Formula:
NH2CH2(COOC2H5)2 · HCl
CAS Number:
13433-00-6
Molecular Weight:
211.64
Beilstein:
3568037
EC Number:
236-556-8
MDL number:
MFCD00012510
UNSPSC Code:
12352100
PubChem Substance ID:
24894222
NACRES:
NA.22

Quality Level

100

Assay

98%

form

crystals

mp

165-170 °C (dec.) (lit.)

SMILES string

Cl.CCOC(=O)C(N)C(=O)OCC

InChI

1S/C7H13NO4.ClH/c1-3-11-6(9)5(8)7(10)12-4-2;/h5H,3-4,8H2,1-2H3;1H

InChI key

GLFVNTDRBTZJIY-UHFFFAOYSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Charles M Blazey et al.
The Journal of organic chemistry, 67(1), 298-300 (2002-01-05)
The azomethine ylide derived from the condensation of diethyl aminomalonate with paraformaldehyde undergoes 1,3-dipolar cycloadditions with acrylate and propiolate derivatives. Contrary to a previous report, these reactions yield mixtures of regioisomers generally favoring the 2,2,3-trisubstituted product. However, the relative quantity
Reaction control in the organocatalytic asymmetric one-pot, three-component reaction of aldehydes, diethyl alpha-aminomalonate and nitroalkenes: toward diversity-oriented synthesis.
Yan-Kai Liu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(32), 9873-9877 (2008-10-04)
Seiichi Ohta et al.
Molecular pharmaceutics, 14(9), 3105-3113 (2017-08-15)
Intraperitoneal administration of chemotherapeutics is expected for the treatment of peritoneally disseminated gastric cancer because of poor migration of the drugs from the systemic circulation to the peritoneal cavity. In this study, for intraperitoneal delivery of cisplatin (CDDP), we developed
C M Metzler et al.
Biochemistry, 27(13), 4923-4933 (1988-06-28)
To establish the state of protonation of quinonoid species formed nonenzymically from pyridoxal phosphate (PLP) and diethyl aminomalonate, we have studied absorption spectra of the rapidly established steady-state mixture of species. We have evaluated the formation constant and the spectrum
F Hughes et al.
Organic letters, 3(18), 2911-2914 (2001-09-01)
[reaction: see text]. Nitrogen-containing tethered diacids, easily prepared by reductive alkylation of diethyl aminomalonate or ethyl cyanoglycinate, undergo double Michael reactions with 3-butyn-2-one to give highly functionalized and substituted piperidines (pipecolic acid derivatives) with surprisingly high stereoselectivity. The heterocyclic double

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