2'-O-(tert-Butyldimethylsilyl)taxol

Base Information

• Chemical Name: 2'-O-(tert-Butyldimethylsilyl)taxol
• CAS No.: 114655-02-6
• Molecular Formula: C53H65 N O14 Si
• Molecular Weight: 968.183
• Nikkaji Number: J1.531.409E
• Mol file: 114655-02-6.mol

Synonyms:2'-O-(tert-Butyldimethylsilyl)taxol;114655-02-6;2'-O-(tert-Butyldimethylsilyl)paclitaxel;SCHEMBL12583607;(alphaR,betaS)-alpha-(tert-Butyldimethylsiloxy)-beta-(benzoylamino)benzenepropionic acid 1,7beta-dihydroxy-2alpha-(benzoyloxy)-4,10beta-diacetoxy-9-oxo-5beta,20-epoxytaxa-11-ene-13alpha-yl ester;[(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-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

Chemical Property of 2'-O-(tert-Butyldimethylsilyl)taxol

Chemical Property:

• Boiling Point: 949.7±65.0 °C(Predicted)
• PKA: 12.39±0.70(Predicted)
• PSA: 210.29000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 7.15610
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 17
• Exact Mass: 967.41743228
• Heavy Atom Count: 69
• Complexity: 2010

Purity/Quality:

97% ^*data from raw suppliers

2''-O-(tert-Butyldimethylsilyl)Paclitaxel ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O[Si](C)(C)C(C)(C)C)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)O)C)OC(=O)C
• Isomeric SMILES: CC1=C2[C@H](C(=O)[C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)[C@@H]([C@H](C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O[Si](C)(C)C(C)(C)C)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)O)C)OC(=O)C
• Uses: Paclitaxel derivative as antitumor agent

Technology Process of 2'-O-(tert-Butyldimethylsilyl)taxol

There total 1 articles about 2'-O-(tert-Butyldimethylsilyl)taxol 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: 99.0%

taxol (33069-62-4) + tert-butyldimethylsilyl chloride (18162-48-6) → 2'-O-(tert-butyldimethylsilyl)paclitaxel (114655-02-6)

Guidance literature:

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

DOI:10.1016/S0960-894X(97)00337-5

Reference yield: 98.6%

2'-O-(tert-butyldimethylsilyl)paclitaxel (114655-02-6) → 2'-O-(tert-butyldimethylsilyl)-10-deacetylpaclitaxel (162375-26-0)

Guidance literature:

With hydrazine; In Isopropyl acetate; at 20 ℃; for 1h;

Reference yield: 97.86%

2'-O-(tert-butyldimethylsilyl)paclitaxel (114655-02-6) + Allyl chloroformate (2937-50-0) → 2'-O-TBS-7-O-alloc-paclitaxel (1246194-64-8)

Guidance literature:

With dmap; In dichloromethane; at 0 ℃; Inert atmosphere; Cooling with ice;

upstream raw materials:

taxol

tert-butyldimethylsilyl chloride

Downstream raw materials:

2'-(tert-butyldimethylsilyl)-7-(triethylsilyl)paclitaxel

2'-O-(tert-butyldimethylsilyl)-10-deacetylpaclitaxel

2'-O-(t-butyldimethylsilyl)-7β-O-trifluoromethanesulfonyl-paclitaxel

C₅₅H₆₆ClNO₁₅Si