(2S)-2-Phenyl-2,3-dihydro-4H-1-benzopyran-4-one

Base Information

• Chemical Name: (2S)-2-Phenyl-2,3-dihydro-4H-1-benzopyran-4-one
• CAS No.: 17002-31-2
• Molecular Formula: C₁₅H₁₂O₂
• Molecular Weight: 224.259
• Mol file: 17002-31-2.mol

Synonyms:(S)-2-Phenyl-4-chromanone;Flavanone,(-);BIDD:ER0487;Flavanone,(S)-(-);(-)-(S)-flavanone;(2S)-Flavanone;(2S)-(-)-phenylchroman-4-one;(S)-2-phenylchroman-4-one;(S)-2,4-dihydro-2-phenyl-4H-1-benzopyran-4-one;(-)-(S)-2,3-dihydro-2-phenyl-4H-1-benzopyran;UNII-N50DYZ2H5Q;

Chemical Property of (2S)-2-Phenyl-2,3-dihydro-4H-1-benzopyran-4-one

Chemical Property:

• PSA: 26.30000
• LogP: 3.39310

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S)-2-Phenyl-2,3-dihydro-4H-1-benzopyran-4-one

There total 160 articles about (2S)-2-Phenyl-2,3-dihydro-4H-1-benzopyran-4-one 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: 99.0%

FLAVONE (525-82-6,66585-04-4) → (2S)-flavanone (487-26-3,17002-31-2,24271-98-5,27439-12-9) + (R)-flavanone (487-26-3,17002-31-2,24271-98-5,27439-12-9)

Guidance literature:

FLAVONE; With Dimethylphenylsilane; C₅₀H₅₂N₂; bis(pentafluorophenyl)borohydride; In toluene; at 20 ℃; for 1h; Inert atmosphere; Glovebox;

With trifluoroacetic acid; In toluene; at 20 ℃; for 0.166667h; enantioselective reaction; Inert atmosphere; Glovebox;

DOI:10.1055/s-0036-1588474

Reference yield: 99.0%

FLAVONE (525-82-6,66585-04-4) → (2S)-flavanone (487-26-3,17002-31-2,24271-98-5,27439-12-9) + (R)-flavanone (487-26-3,17002-31-2,24271-98-5,27439-12-9)

Guidance literature:

FLAVONE; With Dimethylphenylsilane; C₅₀H₅₂N₂; bis(pentafluorophenyl)borohydride; In toluene; at 20 ℃; for 1h; Inert atmosphere; Glovebox;

With trifluoroacetic acid; In toluene; at 20 ℃; for 0.166667h; enantioselective reaction; Inert atmosphere; Glovebox;

DOI:10.1055/s-0036-1588474

Reference yield: 93.0%

1-benzopyran-4(4H)-one (491-38-3) + phenylboronic acid (98-80-6) → C21H18O2 (1277188-71-2) + (2S)-flavanone (487-26-3,17002-31-2,24271-98-5,27439-12-9)

Guidance literature:

With [Rh(OH)(cod)]2; (S)-MeO-F₁₂-BIPHEP; In water; toluene; at 20 ℃; for 1h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol2004148

upstream raw materials:

Flavanone

(2S,4S)-(+)-cis-4-hydroxyflavan

sulfuric acid

(S)-3,4-dihydro-2-phenyl-2H-1-benzopyran

Downstream raw materials:

FLAVONE

3-hydroxyflavone

(2S,3S)-methyl 2-phenyl-2,3-dihydrobenzofuran-3-carboxylate

(2R,3R)-3-hydroxyflavanone