[(2R,3R,4R)-3,4-bis(acetyloxy)-3,4-dihydro-2H-pyran-2-yl]methyl acetate

• ChemBase ID: 131619
• Molecular Formular: C12H16O7
• Molecular Mass: 272.25124
• Monoisotopic Mass: 272.08960285
• SMILES: CC(=O)OC[C@@H]1[C@@H]([C@@H](C=CO1)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@H]1OC=C[C@H]([C@H]1OC(=O)C)OC(=O)C
• InChI: InChI=1S/C12H16O7/c1-7(13)17-6-11-12(19-9(3)15)10(4-5-16-11)18-8(2)14/h4-5,10-12H,6H2,1-3H3/t10-,11-,12-/m1/s1
• InChIKey: LLPWGHLVUPBSLP-IJLUTSLNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R)-3,4-bis(acetyloxy)-3,4-dihydro-2H-pyran-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R)-3,4-bis(acetyloxy)-3,4-dihydro-2H-pyran-2-yl]methyl acetate
• Synonyms: Tri-O-acetyl-D-galactal; 1,2-Dideoxy-3,4,6-tri-O-acetyl-D-lyxo-1-hexenopyranose; 3,4,6-O-三乙酰基-D-半乳糖烯; D-三乙酰半乳糖烯

Database IDs

• CAS Number: 4098-06-0
• EC Number: 223-859-5
• MDL Number: MFCD00064092
• Beilstein Number: 90782
• PubChem SID: 24900043; 24869954; 162225896
• PubChem CID: 640125

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.31396386
• LogD (pH = 7.4): -0.31396386
• Log P: -0.31396386
• Molar Refractivity: 61.2336 cm^3
• Polarizability: 25.050026 Å^3
• Polar Surface Area: 88.13 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 34-38 °C(lit.)
• Flash Point: 113 °C; 235.4 °F
• Optical Rotation: [α]22/D -18°, c = 1 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: ≥90%; 97%
• Empirical Formula (Hill Notation): C12H16O7

DETAILS

Sigma Aldrich - 462225

Application
Important building block for both solution- and solid-phase synthesis of oligosaccharides.1
Packaging
5 g in glass bottle