N-Methyltaxol C

Base Information

• Chemical Name: N-Methyltaxol C
• CAS No.: 153083-53-5
• Molecular Formula: C47H59NO14
• Molecular Weight: 861.97
• European Community (EC) Number: 630-573-8
• UNII: YR4XZ25D5E
• DSSTox Substance ID: DTXSID901347701
• Nikkaji Number: J598.522F
• Wikidata: Q76415348
• Metabolomics Workbench ID: 130048
• ChEMBL ID: CHEMBL290758
• Mol file: 153083-53-5.mol

Synonyms:N-Methyltaxol C;153083-53-5;[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-[hexanoyl(methyl)amino]-2-hydroxy-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate;N-methyl taxol C;N-methylpaclitaxel C;YR4XZ25D5E;CHEMBL290758;DTXSID901347701;AKOS040762088;PACLITAXEL IMPURITY F [EP IMPURITY];4,10beta-bis(acetyloxy)-13alpha-[[(2R,3S)-3-[hexanoyl(methyl)amino]-2-hydroxy-3-phenylpropanoyl]oxy]-1,7beta-dihydroxy-9-oxo-5beta,20-epoxytax-11-en-2alpha-yl benzoate;Benzenepropanoic acid, alpha-hydroxy-beta-[methyl(1-oxohexyl)amino]-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (alphaR,betaS)-

Chemical Property of N-Methyltaxol C

Chemical Property:

• Boiling Point: 909.8±65.0 °C(Predicted)
• PKA: 11.94±0.20(Predicted)
• PSA: 212.50000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 4.34440
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 17
• Exact Mass: 861.39355556
• Heavy Atom Count: 62
• Complexity: 1770

Purity/Quality:

99% ^*data from raw suppliers

N-MethyltaxolC ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCC(=O)N(C)C(C1=CC=CC=C1)C(C(=O)OC2CC3(C(C4C(C(CC5C4(CO5)OC(=O)C)O)(C(=O)C(C(=C2C)C3(C)C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)O)O
• Isomeric SMILES: CCCCCC(=O)N(C)[C@@H](C1=CC=CC=C1)[C@H](C(=O)O[C@H]2C[C@]3([C@H]([C@H]4[C@@]([C@H](C[C@@H]5[C@]4(CO5)OC(=O)C)O)(C(=O)[C@@H](C(=C2C)C3(C)C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)O)O
• Uses: N-Methyltaxol C is a metabolite of Paclitaxel (P132500) which is used in the study of structure and function of microtubles into tubulin. Paclitaxel is now used to treat patients with lung, ovarian, breast cancer, head and neck cancer, and advanced forms of Kaposi''s sarcoma. Paclitaxel is a mitotic inhibitor used in cancer chemotherapy. N-Methyltaxol C is Paclitaxel EP Impurity F.

Technology Process of N-Methyltaxol C

There total 2 articles about N-Methyltaxol C which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

N-methyl-2'-tert-butyldimethylsilyl-7-triethylsilyl-taxol C (1033253-27-8) → N-methyl-taxol C (153083-53-5)

Guidance literature:

With pyridine; pyridine hydrogenfluoride; at 20 ℃; for 18h;

DOI:10.1021/jo800173h

Reference yield: 75.0%

1-Chlorohexane (544-10-5) + N-methyl-paclitaxel → N-methyl-taxol C (153083-53-5)

Guidance literature:

With dmap; chloro-trimethyl-silane; tert-butyl methyl ether; N,N-bis-(2-hydroxyethyl)glycine; sulfuric acid; ammonia; diisopropylamine; sodium chloride; Schwartz's reagent; In tetrahydrofuran; water; ethyl acetate; at 0 - 20 ℃; Aqueous phophate buffer;

upstream raw materials:

1-Chlorohexane

N-methyl-2'-tert-butyldimethylsilyl-7-triethylsilyl-taxol C

Refernces

• 1、 -. "METHODS AND COMPOSITIONS FOR CONVERTING TAXANE AMIDES TO PACLITAXEL OR OTHER TAXANES". Page 7. . Retrieved 2008/06/13.