Succinylpodophyllotoxin

Base Information

• Chemical Name: Succinylpodophyllotoxin
• CAS No.: 47789-93-5
• Molecular Formula: C₂₆H₂₆O₁₁
• Molecular Weight: 514.486
• Mol file: 47789-93-5.mol

Synonyms:Succinylpodophyllotoxin

Chemical Property of Succinylpodophyllotoxin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Succinylpodophyllotoxin

There total 2 articles about Succinylpodophyllotoxin 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: 94.0%

succinic acid anhydride (108-30-5) + podofilox (518-28-5) → Succinylpodophyllotoxin (47789-93-5)

Guidance literature:

With dmap; triethylamine; In chloroform; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.ejmech.2013.07.007

Reference yield:

succinic acid anhydride (108-30-5) + picropodophyllotoxin (477-47-4) → O-(3-Carboxy-propionyl)-picropodophyllin (47789-93-5)

Guidance literature:

With pyridine;

DOI:10.1021/ja01629a043

Reference yield: 67.0%

Succinylpodophyllotoxin (47789-93-5) + N-piperazinyl-2-{1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl}acetamide hydrochloride (62556-24-5) → N-{(succinylpodophyllotoxinyl)piperazin-4-yl}-2-{1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl}acetamide (1222083-97-7)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃; for 16h;

DOI:10.1016/j.bmcl.2010.01.009

upstream raw materials:

succinic acid anhydride

picropodophyllotoxin

podofilox

Downstream raw materials:

17-deacetyl-17-O-(4-succinylpodophyllotoxinyl)vindoline

podophyllotoxinyl-N-[2-{1-(4-bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl}-ethylamino]-4-oxobutanoate

N-{(succinylpodophyllotoxinyl)but-4-yl}-2-{1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl}acetamide

N-{(succinylpodophyllotoxinyl)pent-5-yl}-2-{1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl}acetamide

Refernces

• 1、 Lv, Min,Xu, Hui,Zhang, Yuanyuan. "Insecticidal activity of twin compounds from podophyllotoxin and cytisine". . . Retrieved 2021.
• 2、 Sk, Ugir Hossain,Dixit, Deobrat,Sen, Ellora. "Comparative study of microtubule inhibitors - Estramustine and natural podophyllotoxin conjugated PAMAM dendrimer on glioma cell proliferation". . p. 47 - 57. Retrieved 2013/10/01.