Isopetasin

Base Information

• Chemical Name: Isopetasin
• CAS No.: 469-26-1
• Molecular Formula: C20H28 O3
• Molecular Weight: 316.441
• UNII: D5LUE47SS6
• Nikkaji Number: J514.539B
• Wikidata: Q27276126
• ChEMBL ID: CHEMBL3291074
• Mol file: 469-26-1.mol

Synonyms:isopetasin;S-isopetasin

Chemical Property of Isopetasin

Chemical Property:

• PSA: 43.37000
• LogP: 4.53620
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 316.20384475
• Heavy Atom Count: 23
• Complexity: 617

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C(C)C(=O)OC1CCC2=CC(=O)C(=C(C)C)CC2(C1C)C
• Isomeric SMILES: C/C=C(/C)\C(=O)O[C@@H]1CCC2=CC(=O)C(=C(C)C)C[C@@]2([C@H]1C)C

Technology Process of Isopetasin

There total 1 articles about Isopetasin 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: 17.0%

2-methylbut-2-enoic acid (1R,2R,7S,8aR)-7-(1-hydroxy-1-methylethyl)-1,8a-dimethyl-6-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl ester (164414-38-4) → Isopetasin (469-26-1) + Petasin (26577-85-5)

Guidance literature:

With trifluoromethylsulfonic anhydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1016/0040-4039(95)00475-R

upstream raw materials:

2-methylbut-2-enoic acid (1R,2R,7S,8aR)-7-(1-hydroxy-1-methylethyl)-1,8a-dimethyl-6-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl ester

Refernces