methyl (2S,3S,4R,5S,6S)-3,4,5-tris(acetyloxy)-6-bromooxane-2-carboxylate

• ChemBase ID: 90815
• Molecular Formular: C13H17BrO9
• Molecular Mass: 397.17268
• Monoisotopic Mass: 396.00559412
• SMILES: O1[C@@H]([C@H]([C@H]([C@@H]([C@@H]1Br)OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC
• Canonical SMILES: COC(=O)[C@H]1O[C@@H](Br)[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C13H17BrO9/c1-5(15)20-8-9(21-6(2)16)11(13(18)19-4)23-12(14)10(8)22-7(3)17/h8-12H,1-4H3/t8-,9+,10+,11+,12-/m1/s1
• InChIKey: GWTNLHGTLIBHHZ-WTPMCQDGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4R,5S,6S)-3,4,5-tris(acetyloxy)-6-bromooxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4R,5S,6S)-3,4,5-tris(acetyloxy)-6-bromooxane-2-carboxylate
• Synonyms: Methyl acetobromo-alpha-D-glucuronate; Acetobromo-alpha-D-glucuronic acid, methyl ester 95+%

Database IDs

• CAS Number: 21085-72-3
• MDL Number: MFCD00061613
• PubChem SID: 162077541
• PubChem CID: 71299567

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -0.38527408
• LogD (pH = 7.4): -0.38527408
• Log P: -0.38527408
• Molar Refractivity: 74.3686 cm^3
• Polarizability: 31.050533 Å^3
• Polar Surface Area: 114.43 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 82-110°C

Safety Information

• Storage Warning: Irritant/Store at -20°C