beta-Apopicropodophyllin

Base Information

• Chemical Name: beta-Apopicropodophyllin
• CAS No.: 477-52-1
• Molecular Formula: C22H20O7
• Molecular Weight: 396.397
• DSSTox Substance ID: DTXSID00197247
• Nikkaji Number: J757.556D
• Wikidata: Q83070176
• Metabolomics Workbench ID: 131079
• ChEMBL ID: CHEMBL330498
• Mol file: 477-52-1.mol

Synonyms:beta-apopicropodophyllin

Chemical Property of beta-Apopicropodophyllin

Chemical Property:

• Boiling Point: 580.8°Cat760mmHg
• Flash Point: 254.7°C
• PSA: 72.45000
• Density: 1.4g/cm³
• LogP: 2.98250
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 396.12090297
• Heavy Atom Count: 29
• Complexity: 662

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C2C3=CC4=C(C=C3CC5=C2C(=O)OC5)OCO4
• Isomeric SMILES: COC1=CC(=CC(=C1OC)OC)[C@@H]2C3=CC4=C(C=C3CC5=C2C(=O)OC5)OCO4

Technology Process of beta-Apopicropodophyllin

There total 19 articles about beta-Apopicropodophyllin 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: 88.0%

C28H26O7Se → beta-Apopicropodophyllin (477-52-1)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.25h; Inert atmosphere;

DOI:10.3390/molecules23113037

Reference yield: 73.0%

podophyllotoxin (477-47-4,518-28-5,4354-76-1,4375-06-8,4375-07-9,26540-82-9,55568-79-1,55568-80-4,60660-50-6,62319-21-5,77519-37-0,77519-38-1,79355-67-2,86334-73-8,118627-04-6,122871-77-6,122871-79-8,122871-81-2) → beta-Apopicropodophyllin (477-52-1)

Guidance literature:

With boron trifluoride dimethyl etherate; In tetrahydrofuran; at 20 ℃; for 4h;

Reference yield: 70.0%

α-apopicropodophyllotoxin (344585-17-7) → beta-Apopicropodophyllin (477-52-1)

Guidance literature:

With piperidine; In acetic acid; for 1h; Heating;

DOI:10.1002/jps.2600751111

upstream raw materials:

benzoylpicropodophyllin

piperidine

acetic acid

α-apopicropodophyllotoxin

Downstream raw materials:

α-apopicropodophyllic acid

4'-demethyl-β-apopicropodophyllotoxin

β-apopicropodophyllyl ditosylate

(R)-7-(Toluene-4-sulfonyl)-5-(3,4,5-trimethoxy-phenyl)-6,7,8,9-tetrahydro-5H-1,3-dioxa-7-aza-dicyclopenta[b,g]naphthalene

Refernces

• 1、 Xiao, Jian,Nan, Guangming,Wang, Ya-Wen,Peng, Yu. "Concise synthesis of (+)-β- and γ-apopicropodophyllins, and dehydrodesoxypodophyllotoxin". . . Retrieved 2018/11/30.
• 2、 Da Silva, Rosangela,Batista, Joao Henrique Carvalho,Da Silva Maringolo, Carine,Donate, Paulo Marcos. "Complete assignments of 1H and 13C NMR spectral data for 7, 7'-dihydroarylnaphthalene lignan lactones". experimental part. p. 523 - 526. Retrieved 2010/04/30.