5-(1S,2S,3R,4S,7R,9S,11R,13S,16S)-4,13-bis(acetyloxy)-2-(benzoyloxy)-1-hydroxy-15,18,18-trimethyl-12-oxo-6-oxapentacyclo[12.3.1.03,11.04,7.09,11]octadec-14-en-16-yl 3-tert-butyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate

• ChemBase ID: 171908
• Molecular Formular: C48H57NO14
• Molecular Mass: 871.96448
• Monoisotopic Mass: 871.37790551
• SMILES: C1(=C2C([C@@](C[C@@H]1OC(=O)[C@H]1[C@@H](N(C(O1)(C)C)C(=O)OC(C)(C)C)c1ccccc1)([C@H]([C@H]1[C@]3(C(=O)[C@H]2OC(=O)C)[C@H](C[C@@H]2[C@]1(CO2)OC(=O)C)C3)OC(=O)c1ccccc1)O)(C)C)C
• Canonical SMILES: CC(=O)O[C@@H]1C(=O)[C@]23C[C@H]2C[C@@H]2[C@]([C@H]3[C@@H]([C@]3(C(C1=C(C)[C@@H](OC(=O)[C@@H]1OC(N([C@H]1c1ccccc1)C(=O)OC(C)(C)C)(C)C)C3)(C)C)O)OC(=O)c1ccccc1)(CO2)OC(=O)C
• InChI: InChI=1S/C48H57NO14/c1-25-31(59-41(54)36-34(28-17-13-11-14-18-28)49(45(9,10)62-36)42(55)63-43(4,5)6)23-48(56)39(60-40(53)29-19-15-12-16-20-29)37-46(38(52)35(58-26(2)50)33(25)44(48,7)8)22-30(46)21-32-47(37,24-57-32)61-27(3)51/h11-20,30-32,34-37,39,56H,21-24H2,1-10H3/t30-,31+,32-,34+,35+,36-,37+,39+,46-,47+,48-/m1/s1
• InChIKey: HHDLUKVMJZXZCR-GCVOWKBZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(1S,2S,3R,4S,7R,9S,11R,13S,16S)-4,13-bis(acetyloxy)-2-(benzoyloxy)-1-hydroxy-15,18,18-trimethyl-12-oxo-6-oxapentacyclo[12.3.1.0^3,^1^1.0^4,^7.0^9,^1^1]octadec-14-en-16-yl 3-tert-butyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate
• IUPAC Traditional name: 5-(1S,2S,3R,4S,7R,9S,11R,13S,16S)-4,13-bis(acetyloxy)-2-(benzoyloxy)-1-hydroxy-15,18,18-trimethyl-12-oxo-6-oxapentacyclo[12.3.1.0^3,^1^1.0^4,^7.0^9,^1^1]octadec-14-en-16-yl 3-tert-butyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate
• Synonyms: [1S-[1α,2α,4α(4R*,5S*),7β,8aS*,9aα,10aα,12aα,12bα]]-2,2-Dimethyl-4-phenyl-3,5-oxazolidinedicarboxylic Acid 5-[7,12a-Bis(acetyloxy)-1-(benzoyloxy)-1,3,4,7,8,9,9a,10,10a,12,12a,12b-dodecahydro-2-hydroxy-5,13,13-trimethyl-8-oxo-2,6-methano-2H-cyclodeca[3,4]cyclopropa[4,5]benz[1,2-b]oxet-4-yl] 3-(1,1-dimethylethyl) Ester; N,O-Isopropylidene Larotaxel

Database IDs

• CAS Number: 168120-68-1
• PubChem SID: 164227818
• PubChem CID: 71749609

CALCULATED PROPERTIES

• Acid pKa: 11.351971
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): 5.3232193
• LogD (pH = 7.4): 5.3231716
• Log P: 5.3232203
• Molar Refractivity: 222.0792 cm^3
• Polarizability: 88.75268 Å^3
• Polar Surface Area: 190.5 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - I868630

Intermediate in the synthesis of taxol analogs.