[(2R,3R,4S,5S)-3,4-bis(benzoyloxy)-5-cyanooxolan-2-yl]methyl benzoate

• ChemBase ID: 152142
• Molecular Formular: C27H21NO7
• Molecular Mass: 471.45814
• Monoisotopic Mass: 471.13180202
• SMILES: c1ccc(cc1)C(=O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)C#N)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• Canonical SMILES: N#C[C@@H]1O[C@@H]([C@H]([C@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1)COC(=O)c1ccccc1
• InChI: InChI=1S/C27H21NO7/c28-16-21-23(34-26(30)19-12-6-2-7-13-19)24(35-27(31)20-14-8-3-9-15-20)22(33-21)17-32-25(29)18-10-4-1-5-11-18/h1-15,21-24H,17H2/t21-,22+,23-,24+/m0/s1
• InChIKey: OFMYTVNDIRTGMR-UARRHKHWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5S)-3,4-bis(benzoyloxy)-5-cyanooxolan-2-yl]methyl benzoate
• IUPAC Traditional name: [(2R,3R,4S,5S)-3,4-bis(benzoyloxy)-5-cyanooxolan-2-yl]methyl benzoate
• Synonyms: 2,5-Anhydro-3,4,6-tri-O-benzoyl-D-allononitrile; 2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl cyanide; 1-氰基-2,3,5-三苯甲酰氧基-β-D-呋喃核糖

Database IDs

• CAS Number: 23316-67-8
• MDL Number: MFCD00136146
• Beilstein Number: 1443499
• PubChem SID: 162246287; 24865548
• PubChem CID: 2728914

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 5.295808
• LogD (pH = 7.4): 5.295808
• Log P: 5.295808
• Molar Refractivity: 123.2062 cm^3
• Polarizability: 48.143066 Å^3
• Polar Surface Area: 111.92 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC)
• Grade: purum
• Empirical Formula (Hill Notation): C27H21NO7

DETAILS

Sigma Aldrich - 41308

Other Notes
Building block for C-nucleoside synthesis1,2,3