2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate - ≥97% , CAS No.134790-39-9

CAS: 134790-39-9 Cat. No.: D339422 Molecular Weight: 471.42 EC Number: 603-873-1

GRADE & PURITY ≥97%

Synonyms

H11779 | (2R,3R,5R)-5-(4-Amino-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4,4-difluorotetrahydrofuran-3-yl benzoate | 2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate | (2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-2-(benzoyloxymethyl)-4,4-difluorot

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

2'-Deoxy-3',5'-di-O-benzoyl-2',2'-difluorocytidine is an intermediate of gemcitabine with antitumor properties.

Specifications

Synonyms

H11779 | (2R, 3R, 5R)-5-(4-Amino-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4, 4-difluorotetrahydrofuran-3-yl benzoate | 2', 2'-Difluoro-2'-deoxycytidine-3', 5'-dibenzoate | (2R, 3R, 5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-2-(benzoyloxymethyl)-4, 4-difluorot

Specifications & Purity

≥97%

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

≥97%

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)C(=O)OCC2C(C(C(O2)N3C=CC(=NC3=O)N)(F)F)OC(=O)C4=CC=CC=C4
• IUPAC Name: [(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-benzoyloxy-4,4-difluorooxolan-2-yl]methyl benzoate
• InChIKey: ZPUUYUUQQGBHBU-HGHGUNKESA-N
• INCHI: 1S/C23H19F2N3O6/c24-23(25)18(34-20(30)15-9-5-2-6-10-15)16(13-32-19(29)14-7-3-1-4-8-14)33-21(23)28-12-11-17(26)27-22(28)31/h1-12,16,18,21H,13H2,(H2,26,27,31)/t16-,18-,21-/m1/s1
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)OC[C@@H]2[C@H](C([C@@H](O2)N3C=CC(=NC3=O)N)(F)F)OC(=O)C4=CC=CC=C4
• Molecular Weight: 471.42
• Reaxy-Rn: 51760003
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=51760003&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Pyrimidine nucleosides
      • Subclass Pyrimidine 2'-deoxyribonucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Pyrimidine nucleosides
• Subclass: Pyrimidine 2'-deoxyribonucleosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidine 2'-deoxyribonucleosides
• Alternative Parents: Benzoic acid esters Benzoyl derivatives Pyrimidones Aminopyrimidines and derivatives Hydropyrimidines Imidolactams Heteroaromatic compounds Oxolanes Amino acids and derivatives Carboxylic acid esters Oxacyclic compounds Azacyclic compounds Organic oxides Alkyl fluorides Hydrocarbon derivatives Primary amines Organofluorides Organooxygen compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine 2'-deoxyribonucleoside - Benzoate ester - Benzoic acid or derivatives - Benzoyl - Aminopyrimidine - Pyrimidone - Monocyclic benzene moiety - Imidolactam - Benzenoid - Pyrimidine - Hydropyrimidine - Heteroaromatic compound - Oxolane - Amino acid or derivatives - Carboxylic acid ester - Oxacycle - Azacycle - Carboxylic acid derivative - Organoheterocyclic compound - Primary amine - Organic nitrogen compound - Amine - Alkyl halide - Alkyl fluoride - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organohalogen compound - Organofluoride - Organonitrogen compound - Organooxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. These are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2.
• 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

• Solubility: Soluble in DMSO and Ethyl Acetate (Hot)
• Melt Point(°C): 229-232°C
• Molecular Weight: 471.400 g/mol
• XLogP3: 2.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 471.124 Da
• Monoisotopic Mass: 471.124 Da
• Topological Polar Surface Area: 121.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 852.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1