(+)-γ-apopodophyllic acid

Base Information

• Chemical Name: (+)-γ-apopodophyllic acid
• CAS No.: 128014-53-9
• Molecular Formula: C₂₂H₂₂O₈
• Molecular Weight: 414.412
• Mol file: 128014-53-9.mol

Synonyms:(+)-γ-apopodophyllic acid

Chemical Property of (+)-γ-apopodophyllic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-γ-apopodophyllic acid

There total 1 articles about (+)-γ-apopodophyllic acid 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: 64.0%

(+)-γ-Apopicropodophyllin (668-01-9) → (+)-γ-apopodophyllic acid (128014-53-9)

Guidance literature:

With potassium hydroxide;

DOI:10.1016/S0040-4039(00)94387-9

Reference yield:

(+)-γ-apopodophyllic acid (128014-53-9) → deoxypodophyllotoxin (477-51-0,6258-33-9,17187-81-4,17301-90-5,19186-35-7,24150-39-8,31892-96-3,55568-81-5,64550-41-0,69222-20-4,75171-57-2,83023-41-0,100348-38-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 5 percent Pd-C / ethanol / 20 h / 15200 Torr / Ambient temperature

2: DCC / CHCl₃ / 2.5 h / Ambient temperature

With hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; chloroform;

DOI:10.1016/S0040-4020(01)80536-6

Reference yield:

(+)-γ-apopodophyllic acid (128014-53-9) → (+)-Isodeoxypicropodophyllin (83023-41-0) + deoxypodophyllotoxin (477-51-0,6258-33-9,17187-81-4,17301-90-5,19186-35-7,24150-39-8,31892-96-3,55568-81-5,64550-41-0,69222-20-4,75171-57-2,83023-41-0,100348-38-7)

Guidance literature:

With hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; Yield given. Multistep reaction; 1) 20 atm 2) CHCl₃;

DOI:10.1016/S0040-4039(00)94387-9

upstream raw materials:

(+)-γ-Apopicropodophyllin

Downstream raw materials:

(+)-Isodeoxypicropodophyllin

deoxypodophyllotoxin

(5S,6S,7R)-7-Hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid

Refernces

• 1、 Morimoto, Toshiaki,Chiba, Mitsuo,Achiwa, Kazuo. "Efficient Asymmetric Syntheses of Naturally Occurring Lignan Lactones Using Catalytic Asymmetric Hydrogenation as a Key Reaction". . p. 1793 - 1806. Retrieved 2007/10/02.