N-[(2S,4aR,6R,7R,8R,8aS)-6,8-bis(benzyloxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide

• ChemBase ID: 161329
• Molecular Formular: C29H31NO6
• Molecular Mass: 489.55954
• Monoisotopic Mass: 489.21513772
• SMILES: [C@H]12[C@@H]([C@@H]([C@@H](O[C@@H]1CO[C@@H](O2)c1ccccc1)OCc1ccccc1)NC(=O)C)OCc1ccccc1
• Canonical SMILES: CC(=O)N[C@@H]1[C@H](OCc2ccccc2)O[C@H]2[C@H]([C@@H]1OCc1ccccc1)O[C@H](OC2)c1ccccc1
• InChI: InChI=1S/C29H31NO6/c1-20(31)30-25-27(32-17-21-11-5-2-6-12-21)26-24(19-34-28(36-26)23-15-9-4-10-16-23)35-29(25)33-18-22-13-7-3-8-14-22/h2-16,24-29H,17-19H2,1H3,(H,30,31)/t24-,25-,26-,27-,28+,29-/m1/s1
• InChIKey: LMMOQGCMJGSYAM-JWTUPCLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,4aR,6R,7R,8R,8aS)-6,8-bis(benzyloxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• IUPAC Traditional name: N-[(2S,4aR,6R,7R,8R,8aS)-6,8-bis(benzyloxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• Synonyms: Phenylmethyl 2-(Acetylamino)-2-deoxy-3-O-(phenylmethyl)-4,6-O-(phenylmethylene)-β-D-glucopyranoside; Benzyl 2-Acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Database IDs

• CAS Number: 14040-20-1
• PubChem SID: 162255464
• PubChem CID: 71313732

CALCULATED PROPERTIES

• Acid pKa: 12.603274
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 4.6797037
• LogD (pH = 7.4): 4.679702
• Log P: 4.679704
• Molar Refractivity: 132.6359 cm^3
• Polarizability: 52.97159 Å^3
• Polar Surface Area: 75.25 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Hot DMF; Hot THF
• Apperance: White Solid
• Melting Point: 257°C dec.

DETAILS

Toronto Research Chemicals - B210600

A useful synthetic intermediate for carbohydrate and oligosaccharide synthesis.