(-)-Vestitol

Base Information

• Chemical Name: (-)-Vestitol
• CAS No.: 35878-41-2
• Molecular Formula: C16H16O4
• Molecular Weight: 272.301
• European Community (EC) Number: 875-676-0
• UNII: 9JHS2AVR43
• DSSTox Substance ID: DTXSID201318024
• Nikkaji Number: J11.830C
• Wikidata: Q27149418
• Metabolomics Workbench ID: 137848
• ChEMBL ID: CHEMBL479145
• Mol file: 35878-41-2.mol

Synonyms:(-)-Vestitol;35878-41-2;(R)-Vestitol;Vestitol, (-)-;(R)-(-)-Vestitol;UNII-9JHS2AVR43;9JHS2AVR43;CHEBI:80392;(3R)-3-(2-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-chromen-7-ol;(3R)-3-(2-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol;2H-1-BENZOPYRAN-7-OL, 3,4-DIHYDRO-3-(2-HYDROXY-4-METHOXYPHENYL)-, (3R)-;(?)-Vestitol;(3S)-3-(2-hydroxy-4-methoxyphenyl)chroman-7-ol;CHEMBL479145;DTXSID201318024;7,2'-dihydroxy-4'-methoxyisoflavan;NSC782671;AKOS040762485;NSC-782671;Q27149418

Chemical Property of (-)-Vestitol

Chemical Property:

• Vapor Pressure: 1.34E-07mmHg at 25°C
• Boiling Point: 418.5°Cat760mmHg
• Flash Point: 206.9°C
• PSA: 58.92000
• Density: 1.282g/cm³
• LogP: 2.82510
• 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

Vestitol 95+% ^*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
• Isomeric SMILES: COC1=CC(=C(C=C1)[C@H]2CC3=C(C=C(C=C3)O)OC2)O

Technology Process of (-)-Vestitol

There total 7 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:

C30H28O4 → (+)-(3S)-Vestitol (20879-05-4,52305-03-0) + (3R)-Vestilol (35878-41-2,52305-03-0)

Guidance literature:

With 10 wt% Pd(OH)2 on carbon; hydrogen; In tetrahydrofuran; methanol; water; at 20 ℃; Overall yield = 10.1 mg; enantioselective reaction;

DOI:10.1016/j.tetlet.2018.05.016

Reference yield:

C32H32O6 → (+)-(3S)-Vestitol (20879-05-4,52305-03-0) + (3R)-Vestilol (35878-41-2,52305-03-0)

Guidance literature:

C₃₂H₃₂O₆; With sodium tetrahydroborate; In methanol; water; at 20 ℃; for 0.5h;

With ammonium chloride; In methanol; water; optical yield given as %ee; Further stages;

DOI:10.1016/j.tet.2009.10.116

Reference yield:

(2S,3R,4S,5S,6R)-2-[(R)-3-(2-Hydroxy-4-methoxy-phenyl)-chroman-7-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol → (3R)-Vestilol (35878-41-2,52305-03-0)

Guidance literature:

With sulfuric acid; for 3h; Heating;

DOI:10.1016/S0031-9422(97)00560-8

Refernces

• 1、 Takashima, Yuji,Kaneko, Yuki,Kobayashi, Yuichi. "Synthetic access to optically active isoflavans by using allylic substitution". experimental part. p. 197 - 207. Retrieved 2010/03/03.