CID 11967592

Base Information

• Chemical Name: CID 11967592
• CAS No.: 156413-61-5
• Molecular Formula: C59H79NO14Si2
• Molecular Weight: 1082.45
• Mol file: 156413-61-5.mol

Synonyms:156413-61-5;[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-Diacetyloxy-15-[(2R,3S)-3-benzamido-2-[tert-butyl(dimethyl)silyl]oxy-3-phenylpropanoyl]oxy-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-triethylsilyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate;VEWXDDANFBFDEA-UNUZBYAMSA-N

Chemical Property of CID 11967592

Chemical Property:

• Melting Point: 129 - 130 °C
• PSA: 199.29000
• LogP: 10.18560
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 22
• Exact Mass: 1081.50390926
• Heavy Atom Count: 76
• Complexity: 2180

Purity/Quality:

95% ^*data from raw suppliers

7-O-(Triethylsilyl)-2’-O-tert-butyl(dimethyl)silylPaclitaxel ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC[Si](CC)(CC)OC1CC2C(CO2)(C3C1(C(=O)C(C4=C(C(CC(C3OC(=O)C5=CC=CC=C5)(C4(C)C)O)OC(=O)C(C(C6=CC=CC=C6)NC(=O)C7=CC=CC=C7)O[Si](C)(C)C(C)(C)C)C)OC(=O)C)C)OC(=O)C
• Isomeric SMILES: CC[Si](CC)(CC)O[C@H]1C[C@@H]2[C@@](CO2)([C@@H]3[C@@]1(C(=O)[C@@H](C4=C([C@H](C[C@@]([C@H]3OC(=O)C5=CC=CC=C5)(C4(C)C)O)OC(=O)[C@@H]([C@H](C6=CC=CC=C6)NC(=O)C7=CC=CC=C7)O[Si](C)(C)C(C)(C)C)C)OC(=O)C)C)OC(=O)C
• Uses: Protected Paclitaxel (P132500). An antineoplastic. 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. Paclitaxel - In House Impurity.

Technology Process of CID 11967592

There total 5 articles about CID 11967592 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: 90.1%

triethylsilyl chloride (994-30-9) + taxol (33069-62-4) + tert-butyldimethylsilyl chloride (18162-48-6) → 2'-(tert-butyldimethylsilyl)-7-(triethylsilyl)paclitaxel (156413-61-5)

Guidance literature:

taxol; tert-butyldimethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; at 60 ℃; for 2h;

triethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.3390/molecules24112161

Reference yield: 90.0%

triethylsilyl chloride (994-30-9) + 2'-O-(tert-butyldimethylsilyl)paclitaxel (114655-02-6) → 2'-(tert-butyldimethylsilyl)-7-(triethylsilyl)paclitaxel (156413-61-5)

Guidance literature:

With pyridine; for 12h; Ambient temperature;

DOI:10.1016/0040-4039(94)88392-0

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 2'-(tert-butyldimethylsilyl)-7-(triethylsilyl)paclitaxel (156413-61-5)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 2 h / 60 °C

2: imidazole / dimethylformamide / 1 h / Ambient temperature

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1021/jm980229d

upstream raw materials:

triethylsilyl chloride

2'-O-(tert-butyldimethylsilyl)paclitaxel

taxol

tert-butyldimethylsilyl chloride

Downstream raw materials:

1-dimethylsilyl-2'-tert-butyldimethylsilyl-7-triethylsilyl-paclitaxel

C₆₀H₇₈N₂O₁₄Si₂

C₆₀H₈₁NO₁₅Si₂

C₅₉H₇₈ClNO₁₄Si₂