5-(1S,2S,4S,7R,8S,9R,10S,12R,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,8,9-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-15-yl 3-tert-butyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate

• ChemBase ID: 162483
• Molecular Formular: C48H59NO16
• Molecular Mass: 905.97916
• Monoisotopic Mass: 905.38338481
• SMILES: C12=C([C@H](C[C@](C1(C)C)([C@H](C1[C@](C(=O)[C@@H]2OC(=O)C)([C@H]([C@@H]([C@@H]2[C@]1(CO2)OC(=O)C)O)O)C)OC(=O)c1ccccc1)O)OC(=O)[C@H]1[C@@H](N(C(O1)(C)C)C(=O)OC(C)(C)C)c1ccccc1)C
• Canonical SMILES: CC(=O)O[C@H]1C(=O)[C@]2(C)[C@@H](O)[C@H](O)[C@@H]3[C@](C2[C@@H]([C@]2(C(C1=C(C)[C@@H](OC(=O)[C@@H]1OC(N([C@H]1c1ccccc1)C(=O)OC(C)(C)C)(C)C)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C
• InChI: InChI=1S/C48H59NO16/c1-24-29(61-41(56)34-31(27-18-14-12-15-19-27)49(45(9,10)64-34)42(57)65-43(4,5)6)22-48(58)39(62-40(55)28-20-16-13-17-21-28)35-46(11,37(54)33(60-25(2)50)30(24)44(48,7)8)36(53)32(52)38-47(35,23-59-38)63-26(3)51/h12-21,29,31-36,38-39,52-53,58H,22-23H2,1-11H3/t29-,31-,32-,33+,34+,35?,36-,38+,39-,46-,47+,48+/m0/s1
• InChIKey: OEUBJNBMNBRXPR-BKLUWQNWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(1S,2S,4S,7R,8S,9R,10S,12R,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,8,9-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadec-13-en-15-yl 3-tert-butyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate
• IUPAC Traditional name: 5-(1S,2S,4S,7R,8S,9R,10S,12R,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,8,9-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadec-13-en-15-yl 3-tert-butyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate
• Synonyms: 13-{[(3-t-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-6α,7β-dihydroxy Baccatin III

Database IDs

• PubChem SID: 162256618
• PubChem CID: 46780862

CALCULATED PROPERTIES

• Acid pKa: 9.865394
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): 3.9505773
• LogD (pH = 7.4): 3.9491122
• Log P: 3.9505959
• Molar Refractivity: 226.5028 cm^3
• Polarizability: 90.78726 Å^3
• Polar Surface Area: 230.96 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B648440

Intermediate in the preparation of Paclitaxel derivatives