Dibenzyl azodicarboxylate - ≥94%, used for Dibenzyl azodicarboxylate was used as electrophilic reagent in the synthesis of C-glycosyl α-amino acids via proline-catalyzed α-amination of C-glycosylalkyl aldehydes. It was used in enantioselective synthesis o

CAS: 2449-05-0 Cat. No.: D113409 Formula: C₁₆H₁₄N₂O₄ Molecular Weight: 298.29 Beilstein Registry Number: 2298734 EC Number: 219-508-0

GRADE & PURITY ≥94%

Synonyms

AKOS024348901 | NCI60_006088 | Q27285524 | Dibenzyl azodicarboxylate | benzyl N-phenylmethoxycarbonyliminocarbamate | FT-0624649 | IRJKSAIGIYODAN-UHFFFAOYSA-N | DTXSID3044887 | IRJKSAIGIYODAN-ISLYRVAYSA-N | C93451 | Dibenzyl (E)-1,2-diazenedicarboxylate |

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Dibenzyl azodicarboxylate undergoes[4+2] cycloaddition reaction with glycal to yield 2-aminoglycosides.

Specifications

Synonyms

AKOS024348901 | NCI60_006088 | Q27285524 | Dibenzyl azodicarboxylate | benzyl N-phenylmethoxycarbonyliminocarbamate | FT-0624649 | IRJKSAIGIYODAN-UHFFFAOYSA-N | DTXSID3044887 | IRJKSAIGIYODAN-ISLYRVAYSA-N | C93451 | Dibenzyl (E)-1,2-diazenedicarboxylate |

Specifications & Purity

≥94%

Application

Dibenzyl azodicarboxylate was used as electrophilic reagent in the synthesis of C-glycosyl α-amino acids via proline-catalyzed α-amination of C-glycosylalkyl aldehydes. It was used in enantioselective synthesis of optically active pyrazolidine derivatives

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥94%

Names and Identifiers

• Pubchem Sid: 504754962
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754962
• Canonical Smiles: C1=CC=C(C=C1)COC(=O)N=NC(=O)OCC2=CC=CC=C2
• IUPAC Name: benzyl N-phenylmethoxycarbonyliminocarbamate
• InChIKey: IRJKSAIGIYODAN-UHFFFAOYSA-N
• INCHI: 1S/C16H14N2O4/c19-15(21-11-13-7-3-1-4-8-13)17-18-16(20)22-12-14-9-5-2-6-10-14/h1-10H,11-12H2
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)N=NC(=O)OCC2=CC=CC=C2
• WGK Germany: 3
• Molecular Weight: 298.29
• Beilstein: 2298734
• Reaxy-Rn: 2298734
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2298734&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzyloxycarbonyls

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzyloxycarbonyls
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzyloxycarbonyls
• Alternative Parents: Organic carbonic acids and derivatives Azo compounds Propargyl-type 1,3-dipolar organic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Benzyloxycarbonyl - Carbonic acid derivative - Azo compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Melt Point(°C): 44°C-46°C
• Molecular Weight: 298.290 g/mol
• XLogP3: 3.900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 298.095 Da
• Monoisotopic Mass: 298.095 Da
• Topological Polar Surface Area: 77.300 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 350.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 1
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1