2-debenzoyl-2-cyclohexanoylpaclitaxel

Base Information

• Chemical Name: 2-debenzoyl-2-cyclohexanoylpaclitaxel
• CAS No.: 155371-41-8
• Molecular Formula: C₄₇H₅₇NO₁₄
• Molecular Weight: 859.968
• Mol file: 155371-41-8.mol

Synonyms:2-debenzoyl-2-cyclohexanoylpaclitaxel

Chemical Property of 2-debenzoyl-2-cyclohexanoylpaclitaxel

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-debenzoyl-2-cyclohexanoylpaclitaxel

There total 12 articles about 2-debenzoyl-2-cyclohexanoylpaclitaxel 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%

2-hexahydro-2',7-bis(triethylsilyl)paclitaxel (155371-52-1) → 2-debenzoyl-2-cyclohexanoylpaclitaxel (155371-41-8)

Guidance literature:

With pyridine; hydrogen fluoride; In acetonitrile; at 5 ℃; for 12h;

DOI:10.1016/S0040-4020(01)85337-0

Reference yield:

7-(triethylsilyl)baccatin III (115437-21-3) → 2-debenzoyl-2-cyclohexanoylpaclitaxel (155371-41-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / H₂ / 5percent Rh/C / methanol / 48 h / 45 °C / 31028.9 Torr

2: 80 percent / NaHMDS / tetrahydrofuran / 0.75 h / 0 °C

3: 88 percent / 0.5percent aq. HCl / ethanol / 48 h / 4 °C

With hydrogenchloride; hydrogen; sodium hexamethyldisilazane; Rh on carbon; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm00042a013

Reference yield:

2-debenzoyl-2-cyclohexanecarbonyl-7-triethylsilylbaccatin III (152448-63-0) → 2-debenzoyl-2-cyclohexanoylpaclitaxel (155371-41-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaHMDS / tetrahydrofuran / 0.75 h / 0 °C

2: 88 percent / 0.5percent aq. HCl / ethanol / 48 h / 4 °C

With hydrogenchloride; sodium hexamethyldisilazane; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00042a013

upstream raw materials:

2-hexahydro-2',7-bis(triethylsilyl)paclitaxel

benzaldehyde

1-(4-Methoxyphenyl)-3-triisopropylsilyloxy-4-phenyl-2-azetidinone

(3R,4S)-1-benzoyl-3-triisopropylsilyloxy-4-phenylazetidin-2-one

Refernces

• 1、 Chen,Farina,Huang,Gao,Golik,Doyle. "Studies on the photochemistry of taxol". . p. 8633 - 8650. Retrieved 2007/10/02.