CID 10430347

Base Information

• Chemical Name: CID 10430347
• CAS No.: 477-32-7
• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.417
• European Community (EC) Number: 207-515-1
• Wikipedia: Visnadine
• Mol file: 477-32-7.mol

Synonyms:477-32-7;[(9S,10S)-10-Acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] 2-methylbutanoate

Chemical Property of CID 10430347

Chemical Property:

• Vapor Pressure: 2.74E-09mmHg at 25°C
• Melting Point: 85-88°
• Refractive Index: 1.559
• Boiling Point: 477.7 °C at 760 mmHg
• Flash Point: 206.9 °C
• PSA: 92.04000
• Density: 1.26 g/cm³
• LogP: 3.52610
• Storage Temp.: ?20°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 388.15220310
• Heavy Atom Count: 28
• Complexity: 668

Purity/Quality:

99%, ^*data from raw suppliers

Visnadine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(=O)OC1C(C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)OC(=O)C
• Isomeric SMILES: CCC(C)C(=O)O[C@H]1[C@H](C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)OC(=O)C
• Uses: Visnadine is used as a coumarin scaffold for anti-inflammatory drug development, melanin biosynthetic inhibitory activity, anticellulite efficacy in female patient with cellulite blemish affected by fat accumulation or new anticellulite treatment.

Technology Process of CID 10430347

There total 1 articles about CID 10430347 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: 65.2%

2-Methylbutanoic acid (116-53-0,600-07-7) + (+/-)-cis-4'-acetylkhellactone (4955-21-9,35345-45-0,107080-28-4,112346-42-6,118492-19-6,118492-23-2) → (+/-)-cis-4'-acetyl-3'-(2''-methylbutyryl)khellactone (477-32-7,4955-15-1,10182-81-7,21133-60-8,73069-29-1,130464-55-0,146074-44-4)

Guidance literature:

With 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In dichloromethane; Heating;

DOI:10.1248/cpb.43.859

Reference yield:

(-)-visnadin (477-32-7,4955-15-1,10182-81-7,21133-60-8,73069-29-1,130464-55-0,146074-44-4) → (+)-(3'S,4'R)-trans-khellactone (518-76-3,4968-31-4,15575-68-5,15645-11-1,23458-04-0,24144-61-4,54712-23-1,80124-45-4,20516-17-0) + (-)-cis-(3'S,4'S)-khellactone (54712-23-1,518-76-3,4968-31-4,15575-68-5,15645-11-1,20516-17-0,23458-04-0,24144-61-4,80124-45-4)

Guidance literature:

With sodium hydroxide; for 2h; Heating;

DOI:10.1016/0031-9422(92)80463-O

upstream raw materials:

2-Methylbutanoic acid

(+/-)-cis-4'-acetylkhellactone

Downstream raw materials:

(+)-(3'S,4'R)-trans-khellactone

(-)-cis-(3'S,4'S)-khellactone

Refernces

• 1、 Takeuchi,Kasama,Mayuzumi,Tamaru,Fukaya,Ohno,Tobinaga. "The antagonist effects of compounds derived from khellactone on platelet-activating factor". . p. 4221 - 4224. Retrieved 2007/10/02.