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Merck

250031

Sigma-Aldrich

(R)-(−)-N-(3,5-Dinitrobenzoyl)-α-phenylglycin

99%

Synonym(e):

N-(3,5-Dinitrobenzoyl)-D-α-phenylglycin, R-(−)-N-(3,5-Dinitrobenzoyl)-phenylglycin

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About This Item

Lineare Formel:
(O2N)2C6H3CONHCH(C6H5)CO2H
CAS-Nummer:
Molekulargewicht:
345.26
Beilstein:
4719763
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.22

Assay

99%

Optische Aktivität

[α]20/D −102°, c = 0.9 in THF

Eignung der Reaktion

reaction type: solution phase peptide synthesis

mp (Schmelzpunkt)

216-217 °C (lit.)

Anwendung(en)

peptide synthesis

SMILES String

OC(=O)[C@H](NC(=O)c1cc(cc(c1)[N+]([O-])=O)[N+]([O-])=O)c2ccccc2

InChI

1S/C15H11N3O7/c19-14(16-13(15(20)21)9-4-2-1-3-5-9)10-6-11(17(22)23)8-12(7-10)18(24)25/h1-8,13H,(H,16,19)(H,20,21)/t13-/m1/s1

InChIKey

MIVUDAUOXJDARR-CYBMUJFWSA-N

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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K H Gahm et al.
Analytical chemistry, 67(1), 19-25 (1995-01-01)
Regiospecifically monosubstituted 1-(1-naphthyl)ethylcarbamoylated beta-cyclodextrins (NEC-beta-CDs) were successfully employed as chiral additives in capillary zone electrophoresis (CZE) to achieve chiral separation of N-(3,5-dinitrobenzoyl)phenylglycine (3,5-DNB-PG), phenylalanine (3,5-DNB-PA), and homophenylalanine (3,5-DNB-HPA). The enantioselectivity of the various site-substituted NEC-beta-CDs in CZE was compared with
K Roy et al.
Drug design and discovery, 17(4), 315-323 (2002-01-05)
QSAR analyses of matrix metalloproteinase (MMP) inhibitor N-[(substituted phenyl)sulfonyl]-N-4-nitrobenzylglycine hydroxamates, recently reported by Scozzafava and Supuran, have been attempted using linear free energy related (LFER) model of Hansch to explore the contribution patterns of the phenyl ring substitutions (P1' anchoring
Resolution of enantiomers of 19-hydroxyeicosatetraenoate and 18-hydroxyeicosatetraenoate by chiral phase high-performance liquid chromatography of naphthoyl ester derivatives.
E H Oliw
Journal of chromatography, 526(2), 525-529 (1990-04-06)
Wolfgang Thormann et al.
Journal of pharmaceutical and biomedical analysis, 27(3-4), 555-567 (2002-01-05)
The electrokinetic separation and analysis of the enantiomers of albendazole sulfoxide (ABZSO), a sulfoxide with a sulfur stereogenic center hepatically formed during therapy with the anthelmintic drug albendazole (ABZ), is reported. Using aqueous or nonaqueous alkaline background electrolytes, ABZSO enantiomers
H B Weems et al.
Journal of chromatography, 371, 211-225 (1986-12-26)
The direct separation of 26 bay region and non-bay region mono-ol and diol enantiomers of phenanthrene, benz[a]anthracene, and chrysene was compared by high-performance liquid chromatography on commercially available columns, packed with gamma-aminopropylsilanized silica to which either (R)-N-(3,5-dinitrobenzoyl)phenylglycine(R-DNBPG) or (S)-N-(3,5-dinitrobenzoyl)leucine(S-DNBL) was

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