14β-Hydroxy-7-O-(triethylsilyl) Baccatin III 1,14-Carbonate

Base Information

• Chemical Name: 14β-Hydroxy-7-O-(triethylsilyl) Baccatin III 1,14-Carbonate
• CAS No.: 186347-84-2
• Molecular Formula: C₃₈H₅₀O₁₃Si
• Molecular Weight: 742.893
• Mol file: 186347-84-2.mol

Synonyms:14β-hydroxy-7-triethylsilylbaccatin III 1,14-carbonate

Chemical Property of 14β-Hydroxy-7-O-(triethylsilyl) Baccatin III 1,14-Carbonate

Chemical Property:

• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate

Purity/Quality:

99% ^*data from raw suppliers

14β-Hydroxy-7-O-(triethylsilyl)BaccatinIII1,14-Carbonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: A reactant used to prepare 2''-Methyl Taxoids as cancer growth inhibitors. 14β-Hydroxy-7-O-(triethylsilyl) Baccatin III 1,14-Carbonate is a reactant used to prepare 2'-Methyl Taxoids as cancer growth inhibitors.

Technology Process of 14β-Hydroxy-7-O-(triethylsilyl) Baccatin III 1,14-Carbonate

There total 10 articles about 14β-Hydroxy-7-O-(triethylsilyl) Baccatin III 1,14-Carbonate 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: 76.0%

13-dehydro-14β-hydroxy-7-triethylsilylbaccatin III 1,14-carbonate (397250-01-0) → 14β-hydroxy-7-triethylsilylbaccatin III 1,14-carbonate (186347-84-2) + 14β-hydroxy-7-triethylsilyl-13-epibaccatin III 1,14-carbonate

Guidance literature:

With tetrabutylammonium borohydride; In methanol; at -15 ℃; for 0.5h;

DOI:10.1021/jo0347112

Reference yield:

acetyl chloride (75-36-5) + 7-Tes-1,14-carbonate-10-deacetylbaccatine III (186347-83-1) → 14β-hydroxy-7-triethylsilylbaccatin III 1,14-carbonate (186347-84-2)

Guidance literature:

With lithium hexamethyldisilazane; Yield given. Multistep reaction; 1.) THF, hexane, -40 deg C, 10 min, 2.) THF, hexane, from -40 deg C to RT, 30 min;

DOI:10.1021/jm960563e

Reference yield:

13-dehydro-14β-hydroxy-7-triethylsilylbaccatin III 1,14-carbonate (397250-01-0) → 14β-hydroxy-7-triethylsilylbaccatin III 1,14-carbonate (186347-84-2)

Guidance literature:

With diborane; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.11.037

upstream raw materials:

acetyl chloride

7-Tes-1,14-carbonate-10-deacetylbaccatine III

13-dehydro-14β-hydroxy-7-triethylsilylbaccatin III 1,14-carbonate

7-O-triethylsilyl-13-keto baccatin III

Downstream raw materials:

C₅₉H₇₉NO₁₉Si

Bay-59-8862

(3aS,4R,7R,8aS,9S,10aR,12aS,12bR,13S,13aS)-7,12a-bis(acetyloxy)-13-(benzoyloxy)-3a,4,7,8,8a,9,10,10a,12,12a,12b,13-dodecahydro-9-hydroxy-5,8a,14,14-tetramethyl-2,8-dioxo-6,13a-methano-13aH-oxeto(2,3:5',6')benzo(1',2':4,5)cyclodeca(1,2-d)-1,3-dioxol-4-yl ester

3'-dephenyl-3'-((E)-1-propenyl)-10-acetyl-14β-hydroxydocetaxel 1,14 carbonate