Vestitol

Base Information

• Chemical Name: Vestitol
• CAS No.: 56701-24-7
• Deprecated CAS: 52305-03-0
• Molecular Formula: C16H16O4
• Molecular Weight: 272.301
• UNII: Z244UVZ669
• DSSTox Substance ID: DTXSID801178444
• Nikkaji Number: J11.829J
• Wikidata: Q27137428
• Mol file: 56701-24-7.mol

Synonyms:vestitol

Chemical Property of Vestitol

Chemical Property:

• Vapor Pressure: 1.34E-07mmHg at 25°C
• Melting Point: 172-179℃
• Refractive Index: 1.623
• Boiling Point: 418.5 °C at 760 mmHg
• PKA: 9.53±0.40(Predicted)
• Flash Point: 206.9 °C
• PSA: 58.92000
• Density: 1.282 g/cm³
• LogP: 2.82510
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 272.10485899
• Heavy Atom Count: 20
• Complexity: 322

Purity/Quality:

98%Min ^*data from raw suppliers

DL-Vestitol ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C2CC3=C(C=C(C=C3)O)OC2)O

Technology Process of Vestitol

There total 11 articles about Vestitol 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: 87.0%

C30H28O4 (1029608-33-0) → vestitol (56701-24-7,52305-03-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 24h;

DOI:10.1016/j.tetlet.2008.03.003

Reference yield: 84.0%

C30H26O4 (1322728-39-1) → vestitol (56701-24-7,52305-03-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; under 1800.18 Torr;

DOI:10.1055/s-0030-1260783

Reference yield:

4-benzoxy-salicylaldehyde (52085-14-0) → vestitol (56701-24-7,52305-03-0)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium tetrahydroborate / ethanol / 11 h / 0 - 20 °C

2: potassium carbonate / acetone / Inert atmosphere; Reflux

3: acetonitrile / Inert atmosphere

4: potassium tert-butylate / methanol / Inert atmosphere; Reflux

5: palladium 10% on activated carbon; hydrogen / ethyl acetate / 1800.18 Torr

With sodium tetrahydroborate; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; potassium carbonate; In methanol; ethanol; ethyl acetate; acetone; acetonitrile; 3: Wittig reaction / 4: Wittig reaction;

DOI:10.1055/s-0030-1260783

upstream raw materials:

C₃₀H₂₈O₄

4-benzyloxy-salicylalcohol

C₃₀H₂₈O₆

C₃₀H₂₆O₄

Downstream raw materials:

(+/-)-vestitol diacetate

Refernces

• 1、 Gharpure, Santosh J.,Sathiyanarayanan,Jonnalagadda, Prasad. "o-Quinone methide based approach to isoflavans: application to the total syntheses of equol, 3′-hydroxyequol and vestitol". . p. 2974 - 2978. Retrieved 2008/09/20.