7,10-Bis-O-(2,2,2-trichloroethoxycarbonyl)-10-deacetylbaccatin III

Base Information

• Chemical Name: 7,10-Bis-O-(2,2,2-trichloroethoxycarbonyl)-10-deacetylbaccatin III
• CAS No.: 95603-44-4
• Molecular Formula: C35H38Cl6O14
• Molecular Weight: 895.396
• Mol file: 95603-44-4.mol

Synonyms:7,10-Bis(2,2,2-trichloroethoxycarbonyl)-10-deacetylbaccatin III;7,10-Bis-O-(2,2,2-trichloroethoxycarbonyl)-10-deacetylbaccatin III;7,10-DiTroc-10-deacetylbaccatin III;;7,10-Di-O-[(2,2,2-trichloroethoxy)carbonyl]baccatin III;7,10-Di(2,2,2-trichloroethoxycarbonyl)-10-deacetylbaccatin III;

Chemical Property of 7,10-Bis-O-(2,2,2-trichloroethoxycarbonyl)-10-deacetylbaccatin III

Chemical Property:

• Melting Point: 232-234 °C
• Boiling Point: 896.3±65.0 °C at 760 mmHg
• PKA: 12.52±0.70(Predicted)
• Flash Point: 495.9±34.3 °C
• PSA: 190.42000
• Density: 1.6±0.1 g/cm³
• LogP: 6.14400

Purity/Quality:

98%Min ^*data from raw suppliers

7,10-Di-O-trichloroethoxycarbonyl-10-deacetylBaccatinIII ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7,10-Bis-O-(2,2,2-trichloroethoxycarbonyl)-10-deacetylbaccatin III

There total 5 articles about 7,10-Bis-O-(2,2,2-trichloroethoxycarbonyl)-10-deacetylbaccatin III 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: 98.9%

10-deacetylbaccatin III (32981-86-5,172018-16-5) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → 7,10-di-(2,2,2-trichloroethyloxycarbonyl)-10-deacetylbaccatin III (95603-44-4)

Guidance literature:

With pyridine; In dichloromethane; at 50 ℃; for 0.0277778h; under 7500.75 Torr; Concentration; Temperature; Pressure;

Reference yield:

10-deacetylbaccatin III (32981-86-5,172018-16-5) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → 7,10,13-tri(2,2,2-tricholoroethyloxycarbonyl)-10-deacetyl baccatin III (110258-92-9) + 7,10-di-(2,2,2-trichloroethyloxycarbonyl)-10-deacetylbaccatin III (95603-44-4)

Guidance literature:

With pyridine; In dichloromethane; at 25 - 30 ℃; Inert atmosphere;

DOI:10.1080/00397911.2011.584649

Reference yield:

10-deacetylbaccatin III (32981-86-5,172018-16-5) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → C32H37Cl3O12 + C32H37Cl3O12 (114915-19-4) + 7,10-di-(2,2,2-trichloroethyloxycarbonyl)-10-deacetylbaccatin III (95603-44-4)

Guidance literature:

With pyridine; In dichloromethane; at 25 - 30 ℃; Inert atmosphere;

DOI:10.1080/00397911.2011.584649

upstream raw materials:

10-deacetylbaccatin III

2,2,2-Trichloroethyl chloroformate

methanol

Downstream raw materials:

7,10-di(2,2,2-tricholoroethyloxycarbonyl)-13-acetyl-10-deacetyl baccatin III

3'-dephenyl-3'-(4-fluorophenyl)docetaxel

C₄₉H₅₄Cl₆FNO₁₈

(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-9-(((2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl)oxy)-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate

Refernces

• 1、 -. "Semisynthesis method for docetaxel". Paragraph 0028-0030; 0035-0037; 0042-0044. . Retrieved 2020/06/02.
• 2、 -. "Method for purifying docetaxel". Paragraph 0038-0041. . Retrieved 2019/07/04.