FLAVAN-4-OL

Base Information

• Chemical Name: FLAVAN-4-OL
• CAS No.: 487-25-2
• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.275
• NSC Number: 77515
• DSSTox Substance ID: DTXSID60964098
• Nikkaji Number: J86.472B
• Wikipedia: Flavan-4-ol
• Wikidata: Q62007784
• Mol file: 487-25-2.mol

Synonyms:4-Flavanol(6CI,7CI,8CI);4-Hydroxyflavan;NSC 77515;2-Phenyl-3,4-dihydro-2H-chromen-4-ol;

Chemical Property of FLAVAN-4-OL

Chemical Property:

• Vapor Pressure: 1.48E-06mmHg at 25°C
• Refractive Index: 1.618
• Boiling Point: 383.2 °C at 760 mmHg
• Flash Point: 177.3 °C
• PSA: 29.46000
• Density: 1.2 g/cm³
• LogP: 3.24380
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 247

Purity/Quality:

8%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C2=CC=CC=C2OC1C3=CC=CC=C3)O

Technology Process of FLAVAN-4-OL

There total 62 articles about FLAVAN-4-OL 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: 89.0%

Flavanone (487-26-3) → cis-4-hydroxyflavan (487-25-2,20107-47-5,20107-48-6,20902-95-8,26049-32-1,27439-08-3,41886-75-3,51196-78-2,51196-83-9)

Guidance literature:

With sodium tetrahydroborate; at 20 ℃; for 1h; enantioselective reaction; Cooling with ice;

DOI:10.1016/j.mcat.2021.111734

Reference yield: 89.0%

Flavanone (487-26-3) → 2',4-dihydroxydihydrochalcone (487-25-2,20107-47-5,20107-48-6,20902-95-8,26049-32-1,27439-08-3,41886-75-3,51196-78-2,51196-83-9) + cis-4-hydroxyflavan (487-25-2,20107-47-5,20107-48-6,20902-95-8,26049-32-1,27439-08-3,41886-75-3,51196-78-2,51196-83-9)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 1h; enantioselective reaction; Cooling with ice;

DOI:10.1016/j.mcat.2021.111734

Reference yield: 89.0%

Flavanone (487-26-3) → 2',4-dihydroxydihydrochalcone (487-25-2,20107-47-5,20107-48-6,20902-95-8,26049-32-1,27439-08-3,41886-75-3,51196-78-2,51196-83-9) + cis-4-hydroxyflavan (487-25-2,20107-47-5,20107-48-6,20902-95-8,26049-32-1,27439-08-3,41886-75-3,51196-78-2,51196-83-9)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 1h; enantioselective reaction; Cooling with ice;

DOI:10.1016/j.mcat.2021.111734

upstream raw materials:

Flavanone

p-cresol

4α-(2,4,6-trimethylphenoxy)flavan

trans-4-chloro-2-phenyl-3,4-dihydro-2H-chromene

Downstream raw materials:

4αacetoxyflavan

(+/-)-cis-4-(4-Nitro-benzoyloxy)-2-phenyl-chroman

1-(2-hydroxyphenyl)-3-phenyl-1-propanol

FLAVONE

Refernces

• 1、 Nitschke, Marcia,Porto, André Luiz Meleiro,de Matos, Iara Lisboa. "B regioselective and chemoselective biotransformation of 2′-hydroxychalcone derivatives by marine-derived fungi". . . Retrieved 2021/08/06.
• 2、 He, Xinwei,He, Xinwei,Xie, Mengqing,Li, Ruxue,Choy, Pui Ying,Tang, Qiang,Shang, Yongjia,Kwong, Fuk Yee. "Organocatalytic Approach for Assembling Flavanones via a Cascade 1,4-Conjugate Addition/oxa-Michael Addition between Propargylamines with Water". supporting information. p. 4306 - 4310. Retrieved 2020/06/05.