(2'S,3'S)-10-deacetyl-2'-deoxy-2'-epi-acetylmercaptopaclitaxel

Base Information

• Chemical Name: (2'S,3'S)-10-deacetyl-2'-deoxy-2'-epi-acetylmercaptopaclitaxel
• CAS No.: 709038-58-4
• Molecular Formula: C₄₇H₅₁NO₁₃S
• Molecular Weight: 869.987
• Mol file: 709038-58-4.mol

Synonyms:(2'S,3'S)-10-deacetyl-2'-deoxy-2'-epi-acetylmercaptopaclitaxel

Chemical Property of (2'S,3'S)-10-deacetyl-2'-deoxy-2'-epi-acetylmercaptopaclitaxel

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2'S,3'S)-10-deacetyl-2'-deoxy-2'-epi-acetylmercaptopaclitaxel

There total 7 articles about (2'S,3'S)-10-deacetyl-2'-deoxy-2'-epi-acetylmercaptopaclitaxel 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: 77.0%

(2'S,3'S)-3'-N-benzoylamino-2'-deoxy-2'-thioacetyl-7,10-di-(2,2,2-trichloroethyloxycarbonyl)paclitaxel (709038-57-3) → (2'S,3'S)-10-deacetyl-2'-deoxy-2'-epi-acetylmercaptopaclitaxel (709038-58-4)

Guidance literature:

With acetic acid; zinc; In methanol; at 60 ℃; for 2h;

DOI:10.1016/j.tet.2004.03.064

Reference yield: 52.5%

tiolacetic acid (507-09-5) + C51H49Cl6NO16 (709038-54-0) → (2'R,3'S)-10-deacetyl-2'-deoxy-2'-epi-acetylmercaptopaclitaxel (709038-56-2) + (2'S,3'S)-10-deacetyl-2'-deoxy-2'-epi-acetylmercaptopaclitaxel (709038-58-4)

Guidance literature:

tiolacetic acid; C₅₁H₄₉Cl₆NO₁₆; In 1,4-dioxane; at 70 - 95 ℃; for 36h;

With acetic acid; zinc; In methanol; at 62 ℃; for 2h; Further stages.;

DOI:10.1016/j.tet.2004.03.064

Reference yield:

(4S,5S)-2,4-diphenyl-1,3-oxazoline-5-carboxylic acid (235432-37-8) → (2'S,3'S)-10-deacetyl-2'-deoxy-2'-epi-acetylmercaptopaclitaxel (709038-58-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 52 percent / DCC; 4-pyrrolidinopyridine / toluene / 3 h / 20 °C

2: 72 percent / dioxane / 12 h / 70 °C

3: 77 percent / zinc; acetic acid / methanol / 2 h / 60 °C

With 4-pyrrolidin-1-ylpyridine; acetic acid; dicyclohexyl-carbodiimide; zinc; In 1,4-dioxane; methanol; toluene;

DOI:10.1016/j.tet.2004.03.064

upstream raw materials:

tiolacetic acid

C₅₁H₄₉Cl₆NO₁₆

(2'S,3'S)-3'-N-benzoylamino-2'-deoxy-2'-thioacetyl-7,10-di-(2,2,2-trichloroethyloxycarbonyl)paclitaxel

7,10-di-(2,2,2-trichloroethyloxycarbonyl)-10-deacetylbaccatin III