(2α,5β,7β,10β,13α)-4-acetoxy-13-{(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxy}-1-hydroxy-7,10-di-O-1,3-benzodithiolan-2-yl-9-oxo-5,20-epoxy-tax-11-en-2-yl benzoate

Base Information

• Chemical Name: (2α,5β,7β,10β,13α)-4-acetoxy-13-{(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxy}-1-hydroxy-7,10-di-O-1,3-benzodithiolan-2-yl-9-oxo-5,20-epoxy-tax-11-en-2-yl benzoate
• CAS No.: 1432613-38-1
• Molecular Formula: C₆₅H₆₇NO₁₅S₄
• Molecular Weight: 1230.51
• Mol file: 1432613-38-1.mol

Synonyms:(2α,5β,7β,10β,13α)-4-acetoxy-13-{(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxy}-1-hydroxy-7,10-di-O-1,3-benzodithiolan-2-yl-9-oxo-5,20-epoxy-tax-11-en-2-yl benzoate

Chemical Property of (2α,5β,7β,10β,13α)-4-acetoxy-13-{(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxy}-1-hydroxy-7,10-di-O-1,3-benzodithiolan-2-yl-9-oxo-5,20-epoxy-tax-11-en-2-yl benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2α,5β,7β,10β,13α)-4-acetoxy-13-{(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxy}-1-hydroxy-7,10-di-O-1,3-benzodithiolan-2-yl-9-oxo-5,20-epoxy-tax-11-en-2-yl benzoate

There total 4 articles about (2α,5β,7β,10β,13α)-4-acetoxy-13-{(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxy}-1-hydroxy-7,10-di-O-1,3-benzodithiolan-2-yl-9-oxo-5,20-epoxy-tax-11-en-2-yl benzoate 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: 96.0%

7,10-di-O-1,3-benzodithiolan-2-yl-10-DAB (1432613-35-8) + (2R,4S,5R)-(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid (155396-69-3) → (2α,5β,7β,10β,13α)-4-acetoxy-13-{(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxy}-1-hydroxy-7,10-di-O-1,3-benzodithiolan-2-yl-9-oxo-5,20-epoxy-tax-11-en-2-yl benzoate (1432613-38-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; for 18h;

Reference yield:

C51H59NO15 (158830-38-7) + 1,3-benzodithiolium tetrafluoroborate → (2α,5β,7β,10β,13α)-4-acetoxy-13-{(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxy}-1-hydroxy-7,10-di-O-1,3-benzodithiolan-2-yl-9-oxo-5,20-epoxy-tax-11-en-2-yl benzoate (1432613-38-1)

Guidance literature:

With pyridine; In dichloromethane; for 14h;

Reference yield:

1,3-benzodithiol-2-ylium tetrafluoroborate (57842-27-0) → (2α,5β,7β,10β,13α)-4-acetoxy-13-{(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxy}-1-hydroxy-7,10-di-O-1,3-benzodithiolan-2-yl-9-oxo-5,20-epoxy-tax-11-en-2-yl benzoate (1432613-38-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; triethylamine / dichloromethane / 21 h / 20 °C

2: dmap; dicyclohexyl-carbodiimide / tetrahydrofuran / 18 h / 20 °C

With pyridine; dmap; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

upstream raw materials:

7,10-di-O-1,3-benzodithiolan-2-yl-10-DAB

(2R,4S,5R)-(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid

1,3-benzodithiol-2-ylium tetrafluoroborate

10-deacetylbaccatin III

Downstream raw materials:

4α-acetoxy-2α-benzoyloxy-5β,20-epoxy-1β-hydroxy-7β,10β-dimethoxy-9-oxo-11-taxene-13α-yl (2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylate

carbazitaxel