13-{[(3-N-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-10-deacetyl Baccatin III - CAS 159262-93-8

Catalog:	BB066493
Product Name:	13-{[(3-N-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-10-deacetyl Baccatin III
CAS:	159262-93-8
Synonyms:	Dectroc-oxazolidine Impurity of Cabazitaxel; (4S,5R)-2,2-Dimethyl-4-phenyl-3,5-oxazolidinedicarboxylic acid 5-[(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl] 3-(1,1-dimethylethyl) Ester; [2aR-[2aα,4β,4aβ,6β,9α(4S,5R),11α,12α,12aα,12bα]]-2,2-Dimethyl-4-phenyl-3,5-oxazolidinedicarboxylic acid 5-[12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl] 3-(1,1-dimethylethyl) ester; 7,11-Methano-1H-cyclodeca[3,4]benz[1,2-b]oxete, 3,5-oxazolidinedicarboxylic acid deriv.

Technical Data

IUPAC Name:	5-O-[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-2-benzoyloxy-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-15-yl] 3-O-tert-butyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate
Description:	13-{[(3-N-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-10-deacetyl Baccatin III is an impurity of Cabazitaxel (C046500) which is a novel semi-synthetic taxane with antitumor activity used for the treatment of castration-resistant prostate cancer.
Molecular Weight:	847.94
Molecular Formula:	C46H57NO14
Canonical SMILES:	CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C5C(N(C(O5)(C)C)C(=O)OC(C)(C)C)C6=CC=CC=C6)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)O)C)O
InChI:	InChI=1S/C46H57NO14/c1-24-28(57-39(53)34-32(26-17-13-11-14-18-26)47(43(8,9)60-34)40(54)61-41(3,4)5)22-46(55)37(58-38(52)27-19-15-12-16-20-27)35-44(10,36(51)33(50)31(24)42(46,6)7)29(49)21-30-45(35,23-56-30)59-25(2)48/h11-20,28-30,32-35,37,49-50,55H,21-23H2,1-10H3/t28-,29-,30+,32-,33+,34+,35-,37-,44+,45-,46+/m0/s1
InChI Key:	CIUBIUNKJIOPPY-TYRUGJKKSA-N
References:	Agarwal, N. et al. Fut. Oncol., 7, 15 (2011); Mita, A. et al. Clin. Cancer Res., 15, 723 (2009); Figg, W.D. et al. Cancer Biol. Ther., 10, 1233 (2010).

Complexity:	1810
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	11
Defined Bond Stereocenter Count:	0
Exact Mass:	847.37790549
Formal Charge:	0
Heavy Atom Count:	61
Hydrogen Bond Acceptor Count:	14
Hydrogen Bond Donor Count:	3
Isotope Atom Count:	0
Monoisotopic Mass:	847.37790549
Rotatable Bond Count:	11
Topological Polar Surface Area:	205Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	4