benzyl (2R,3R,4R,5S)-4,5-bis(acetyloxy)-2-[(benzyloxy)methyl]-3-{[(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-yl]oxy}piperidine-1-carboxylate

• ChemBase ID: 159424
• Molecular Formular: C59H63NO13
• Molecular Mass: 994.13042
• Monoisotopic Mass: 993.42994108
• SMILES: [C@@H]1([C@@H]([C@@H](C(O[C@H]1COCc1ccccc1)O[C@H]1[C@@H]([C@@H](CN([C@H]1COCc1ccccc1)C(=O)OCc1ccccc1)OC(=O)C)OC(=O)C)OCc1ccccc1)OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: CC(=O)O[C@@H]1CN(C(=O)OCc2ccccc2)[C@H]([C@H]([C@@H]1OC(=O)C)OC1O[C@@H](COCc2ccccc2)[C@H]([C@@H]([C@@H]1OCc1ccccc1)OCc1ccccc1)OCc1ccccc1)COCc1ccccc1
• InChI: InChI=1S/C59H63NO13/c1-42(61)70-51-33-60(59(63)69-39-49-31-19-8-20-32-49)50(40-64-34-44-21-9-3-10-22-44)53(55(51)71-43(2)62)73-58-57(68-38-48-29-17-7-18-30-48)56(67-37-47-27-15-6-16-28-47)54(66-36-46-25-13-5-14-26-46)52(72-58)41-65-35-45-23-11-4-12-24-45/h3-32,50-58H,33-41H2,1-2H3/t50-,51+,52-,53-,54-,55-,56+,57-,58?/m1/s1
• InChIKey: NDNLGLOKIVLECG-QHVJMVHKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2R,3R,4R,5S)-4,5-bis(acetyloxy)-2-[(benzyloxy)methyl]-3-{[(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-yl]oxy}piperidine-1-carboxylate
• IUPAC Traditional name: benzyl (2R,3R,4R,5S)-4,5-bis(acetyloxy)-2-[(benzyloxy)methyl]-3-{[(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-yl]oxy}piperidine-1-carboxylate
• Synonyms: 2,3-O-Acetyloxy-2’,3’,4’,6,6’-penta-O-benzyl-4-O-D-glucopyranosyl N-Benzyloxycarbonyl-deoxynojirimycin (α/β mixture); 2,3-O-Acetyloxy-2',3',4',6,6'-penta-O-benzyl-4-O-D-glucopyranosyl N-Benzyloxycarbonylmoranoline (α/β mixture)

Database IDs

• PubChem SID: 162253559
• PubChem CID: 71312976

CALCULATED PROPERTIES

• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): 10.017377
• LogD (pH = 7.4): 10.017377
• Log P: 10.017377
• Molar Refractivity: 269.9118 cm^3
• Polarizability: 107.46039 Å^3
• Polar Surface Area: 146.75 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Oil

DETAILS

Toronto Research Chemicals - A187545

Intermediate in the preparation of 4-O-α-D-Glucopyranosylmoranoline (G450000), a α-glucosidase inhibitor.