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

• ChemBase ID: 152011
• Molecular Formular: C26H21BrO7
• Molecular Mass: 525.34474
• Monoisotopic Mass: 524.04706501
• SMILES: c1ccc(cc1)C(=O)OC[C@@H]1[C@H]([C@@H]([C@H](O1)Br)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• Canonical SMILES: Br[C@H]1O[C@@H]([C@H]([C@@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1)COC(=O)c1ccccc1
• InChI: InChI=1S/C26H21BrO7/c27-23-22(34-26(30)19-14-8-3-9-15-19)21(33-25(29)18-12-6-2-7-13-18)20(32-23)16-31-24(28)17-10-4-1-5-11-17/h1-15,20-23H,16H2/t20-,21-,22+,23+/m1/s1
• InChIKey: JRRCGOOKGUSEFK-LUKWVAJMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R)-3,4-bis(benzoyloxy)-5-bromooxolan-2-yl]methyl benzoate
• IUPAC Traditional name: [(2R,3R,4S,5R)-3,4-bis(benzoyloxy)-5-bromooxolan-2-yl]methyl benzoate
• Synonyms: 2,3,5-Tri-O-benzoyl-α-D-arabinofuranosyl bromide; 2,3,5-三-O-苯甲酰基-α-D-溴化阿拉伯呋喃糖

Database IDs

• CAS Number: 4348-68-9
• MDL Number: MFCD03791085
• Beilstein Number: 98941
• PubChem SID: 162246157; 24878701
• PubChem CID: 11016828

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 6.2188396
• LogD (pH = 7.4): 6.2188396
• Log P: 6.2188396
• Molar Refractivity: 125.7811 cm^3
• Polarizability: 49.17184 Å^3
• Polar Surface Area: 88.13 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96.0% (HPLC)
• Empirical Formula (Hill Notation): C26H21BrO7

DETAILS

Sigma Aldrich - 54366

Other Notes
Building block for the synthesis of unnatural arabinofuranosyl nucleosides1,2
Packaging
5 g in poly bottle