13-(3'-N-benzyloxycarbonyl-2'-tert-butoxycarbonylphenylisoserine)-10-deacetyl-7,10-dibenzyloxycarbonylbaccatin III

Base Information

• Chemical Name: 13-(3'-N-benzyloxycarbonyl-2'-tert-butoxycarbonylphenylisoserine)-10-deacetyl-7,10-dibenzyloxycarbonylbaccatin III
• CAS No.: 850933-55-0
• Molecular Formula: C₆₇H₇₁NO₂₀
• Molecular Weight: 1210.3
• Mol file: 850933-55-0.mol

Synonyms:13-(3'-N-benzyloxycarbonyl-2'-tert-butoxycarbonylphenylisoserine)-10-deacetyl-7,10-dibenzyloxycarbonylbaccatin III

Chemical Property of 13-(3'-N-benzyloxycarbonyl-2'-tert-butoxycarbonylphenylisoserine)-10-deacetyl-7,10-dibenzyloxycarbonylbaccatin III

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 13-(3'-N-benzyloxycarbonyl-2'-tert-butoxycarbonylphenylisoserine)-10-deacetyl-7,10-dibenzyloxycarbonylbaccatin III

There total 7 articles about 13-(3'-N-benzyloxycarbonyl-2'-tert-butoxycarbonylphenylisoserine)-10-deacetyl-7,10-dibenzyloxycarbonylbaccatin 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: 84.0%

13-(3'-N-benzyloxycarbonylphenylisoserine)-10-deacetyl-7,10-dibenzyloxycarbonylbaccatin III (850933-54-9) + di-tert-butyl dicarbonate (24424-99-5) → 13-(3'-N-benzyloxycarbonyl-2'-tert-butoxycarbonylphenylisoserine)-10-deacetyl-7,10-dibenzyloxycarbonylbaccatin III (850933-55-0)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 ℃;

DOI:10.1021/jm049344g

Reference yield:

(4S,5R)-2-(4-Methoxy-phenyl)-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-benzyl ester → 13-(3'-N-benzyloxycarbonyl-2'-tert-butoxycarbonylphenylisoserine)-10-deacetyl-7,10-dibenzyloxycarbonylbaccatin III (850933-55-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: DMAP; DCC / CH₂Cl₂ / 2 h / 20 °C

1.2: 80 percent / p-toluenesulfonic acid / methanol / 5 h / 20 °C

2.1: 84 percent / pyridine; DMAP / CH₂Cl₂ / 20 °C

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

DOI:10.1021/jm049344g

Reference yield:

(4S,5R)-5-methoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-3-benzyloxycarbonyl-1,3-oxazolidine → 13-(3'-N-benzyloxycarbonyl-2'-tert-butoxycarbonylphenylisoserine)-10-deacetyl-7,10-dibenzyloxycarbonylbaccatin III (850933-55-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: aq. KOH / methanol / 2 h / 20 °C

2.1: DMAP; DCC / CH₂Cl₂ / 2 h / 20 °C

2.2: 80 percent / p-toluenesulfonic acid / methanol / 5 h / 20 °C

3.1: 84 percent / pyridine; DMAP / CH₂Cl₂ / 20 °C

With pyridine; dmap; potassium hydroxide; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1021/jm049344g

upstream raw materials:

13-(3'-N-benzyloxycarbonylphenylisoserine)-10-deacetyl-7,10-dibenzyloxycarbonylbaccatin III

di-tert-butyl dicarbonate

C-7,C-10-dibenzyloxycarbonyl-10-deacetyl baccatin III

(2R,3S)-3-phenylisoserine hydrochloride