(2R,3R,4R)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran

• ChemBase ID: 147465
• Molecular Formular: C27H28O4
• Molecular Mass: 416.50882
• Monoisotopic Mass: 416.19875938
• SMILES: c1ccc(cc1)COC[C@@H]1[C@@H]([C@@H](C=CO1)OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: c1ccc(cc1)CO[C@H]1[C@@H](COCc2ccccc2)OC=C[C@H]1OCc1ccccc1
• InChI: InChI=1S/C27H28O4/c1-4-10-22(11-5-1)18-28-21-26-27(31-20-24-14-8-3-9-15-24)25(16-17-29-26)30-19-23-12-6-2-7-13-23/h1-17,25-27H,18-21H2/t25-,26-,27-/m1/s1
• InChIKey: MXYLLYBWXIUMIT-ZONZVBGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran
• IUPAC Traditional name: (2R,3R,4R)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran
• Synonyms: Tri-O-benzyl-D-galactal; 三-O-苄基-D-半乳醛

Database IDs

• CAS Number: 80040-79-5
• MDL Number: MFCD09039276
• PubChem SID: 162241653; 24871053
• PubChem CID: 2734741

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 5.465459
• LogD (pH = 7.4): 5.465459
• Log P: 5.465459
• Molar Refractivity: 121.8705 cm^3
• Polarizability: 47.89774 Å^3
• Polar Surface Area: 36.92 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 48-54 °C(lit.)
• Flash Point: >113 °C; >235.4 °F
• Optical Rotation: [α]22/D -43°, c = 1 in methylene chloride

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C27H28O4

DETAILS

Sigma Aldrich - 474797

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