N-[(2S,3S,4R)-3,4-bis[(tert-butyldimethylsilyl)oxy]-1-{[(2S,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-yl]oxy}octadecan-2-yl]hexacosanamide

• ChemBase ID: 178443
• Molecular Formular: C90H151NO9Si2
• Molecular Mass: 1447.33424
• Monoisotopic Mass: 1446.09273848
• SMILES: O(C[C@@H]([C@@H]([C@H](O[Si](C(C)(C)C)(C)C)CCCCCCCCCCCCCC)O[Si](C(C)(C)C)(C)C)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)[C@H]1O[C@H]([C@@H]([C@@H]([C@@H]1OCc1ccccc1)OCc1ccccc1)OCc1ccccc1)COCc1ccccc1
• Canonical SMILES: CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@H]([C@@H]([C@H](O[Si](C(C)(C)C)(C)C)CCCCCCCCCCCCCC)O[Si](C(C)(C)C)(C)C)CO[C@H]1O[C@@H](COCc2ccccc2)[C@@H]([C@@H]([C@@H]1OCc1ccccc1)OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C90H151NO9Si2/c1-13-15-17-19-21-23-25-27-28-29-30-31-32-33-34-35-36-37-39-41-43-45-59-69-83(92)91-80(84(100-102(11,12)90(6,7)8)81(99-101(9,10)89(3,4)5)68-58-44-42-40-38-26-24-22-20-18-16-14-2)74-97-88-87(96-73-79-66-56-49-57-67-79)86(95-72-78-64-54-48-55-65-78)85(94-71-77-62-52-47-53-63-77)82(98-88)75-93-70-76-60-50-46-51-61-76/h46-57,60-67,80-82,84-88H,13-45,58-59,68-75H2,1-12H3,(H,91,92)/t80-,81+,82+,84-,85-,86-,87+,88-/m0/s1
• InChIKey: HPJYBSPOJHWLRR-WQIORNSKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3S,4R)-3,4-bis[(tert-butyldimethylsilyl)oxy]-1-{[(2S,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-yl]oxy}octadecan-2-yl]hexacosanamide
• IUPAC Traditional name: N-[(2S,3S,4R)-3,4-bis[(tert-butyldimethylsilyl)oxy]-1-{[(2S,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-yl]oxy}octadecan-2-yl]hexacosanamide
• Synonyms: N-[(1S,2S,3R)-2,3-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[[[2,3,4,6-tetrakis-O-(phenylmethyl)-α-D-galactopyranosyl]oxy]methyl]heptadecyl]hexacosanamide; 1-(2,3,4,6-Tetrakis-O-benzyl)-2,3-bis(tert-butyldimethylsilyloxy) KRN7000

Database IDs

• CAS Number: 205371-69-3
• PubChem SID: 164234353
• PubChem CID: 11094481

CALCULATED PROPERTIES

• Acid pKa: 13.4831505
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): 25.536
• LogD (pH = 7.4): 25.536
• Log P: 25.536
• Molar Refractivity: 421.7493 cm^3
• Polarizability: 172.61574 Å^3
• Polar Surface Area: 102.94 Å^2
• Rotatable Bonds: 62
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - T296400

Intermediate for the preparation of KRN7000.