Production Method 1

142574-14-9

89019-85-2

Reaction Conditions

1.1 Reagents: Hydrogen iodide ;  4 h, reflux

Reference

Development of a general approach to the synthesis of a library of isoflavonoid derivatives

Biegasiewicz, Kyle F.; Gordon, James S.; Rodriguez, Deana A.; Priefer, Ronny, Tetrahedron Letters, 2014, 55(37), 5210-5212

Production Method 2

621-37-4

89019-85-2

Reaction Conditions

1.1 Catalysts: Boron trifluoride etherate ;  2 h, 90 °C; 90 °C → rt
1.2 cooled; 50 - 60 °C
1.3 Reagents: Methanesulfonyl chloride, compd. with N,N-dimethylformamide (1:1) ;  50 - 60 °C; 2 h, 70 °C; cooled
1.4 Solvents: Water ;  overnight, rt

Reference

Free-Radical-Scavenging, Antityrosinase, and Cellular Melanogenesis Inhibitory Activities of Synthetic Isoflavones

Lu, Tzy-Ming; Ko, Horng-Huey; Ng, Lean-Teik; Hsieh, Yen-Pin, Chemistry & Biodiversity, 2015, 12(6), 963-979

Production Method 3

621-37-4

89019-85-2

Reaction Conditions

1.1 Reagents: Boron trifluoride etherate Solvents: Dimethylformamide ;  rt → 90 °C; 90 - 120 min, 85 - 90 °C; 90 °C → 10 °C; 10 °C
1.2 Reagents: Phosphorus pentachloride ;  10 °C; 10 °C → 55 °C; 20 min, 55 °C; 30 min, 55 °C; 1 h, rt
1.3 Reagents: Hydrochloric acid Solvents: Methanol ;  rt → 70 °C; 20 min, 70 °C; overnight, cooled

Reference

Synthesis and selective estrogen receptor binding affinity of 7-hydroxylisoflavones

Wang, Xing; Lu, Guangying; Yang, Lijuan; Wang, Fei; Wang, Chun, Youji Huaxue, 2011, 31(8), 1245-1251

Production Method 4

621-37-4

89019-85-2

Reaction Conditions

1.1 Reagents: Boron trifluoride etherate ;  2 h, rt → 110 °C; 110 °C → rt
1.2 Solvents: Dimethylformamide ;  10 min, rt; 3 - 5 h, rt → 110 °C

Reference

Development of 3-alkyl-6-methoxy-7-hydroxy-chromones (AMHCs) from natural isoflavones, a new class of fluorescent scaffolds for biological imaging

Miao, Jianzhuang; Cui, Huaqing; Jin, Jing; Lai, Fangfang; Wen, Hui; et al, Chemical Communications (Cambridge, 2015, 51(5), 881-884

Production Method 5

13057-72-2

89019-85-2

485-63-2

486-66-8

650636-28-5

Reaction Conditions

1.1 Catalysts: 2,3-Dihydro-2,3-dihydroxybiphenyl dehydrogenase ,  Biphenyl 2,3-dioxygenase Solvents: Water ;  6 h, pH 7.5, 30 °C

Reference

Biotransformation of natural and synthetic isoflavonoids by two recombinant microbial enzymes

Seeger, Michael; Gonzalez, Myriam; Camara, Beatriz; Munoz, Liliana; Ponce, Emilio; et al, Applied and Environmental Microbiology, 2003, 69(9), 5045-5050

4H-1-Benzopyran-4-one, 7-hydroxy-3-(3-hydroxyphenyl)- Raw materials

• 3'-hydroxy-7-methoxyisoflavone
• 3-Hydroxyphenylacetic acid
• 7-Hydroxy-3-phenyl-4H-chromen-4-one

4H-1-Benzopyran-4-one, 7-hydroxy-3-(3-hydroxyphenyl)- Preparation Products

• 4H-1-Benzopyran-4-one, 7-hydroxy-3-(3-hydroxyphenyl)- (89019-85-2)
• 3',4',7-Trihydroxyisoflavone (485-63-2)
• Daidzein (486-66-8)
• 4H-1-Benzopyran-4-one, 3-[(3R,4S)-3,4-dihydroxy-1,5-cyclohexadien-1-yl]-7-hydroxy-, rel- (650636-28-5)

• 1. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
  Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860
• 2. Esterase-responsive polymeric prodrug-based tumor targeting nanoparticles for improved anti-tumor performance against colon cancer?
  Gang Pan,Yi-jie Bao,Jie Xu,Tao Liu,Cheng Liu,Yan-yan Qiu,Xiao-jing Shi,Hui Yu,Ting-ting Jia,Xia Yuan,Ze-ting Yuan,Yi-jun Cao RSC Adv., 2016,6, 42109-42119
• 3. Enabling stable MnO2 matrix for aqueous zinc-ion battery cathodes?
  Yiding Jiao,Liqun Kang,Jasper Berry-Gair,Kit McColl,Jianwei Li,Haobo Dong,Hao Jiang,Ryan Wang,Furio Corà,Dan J. L. Brett,Ivan P. Parkin J. Mater. Chem. A, 2020,8, 22075-22082
• 4. Estimating and correcting interference fringes in infrared spectra in infrared hyperspectral imaging
  Ghazal Azarfar,Ebrahim Aboualizadeh,Nicholas M. Walter,Simona Ratti,Camilla Olivieri,Alessandra Norici,Michael Nasse,Achim Kohler,Mario Giordano Analyst, 2018,143, 4674-4683
• 5. Ester-directed orthogonal dual C–H activation and ortho aryl C–H alkenylation via distal weak coordination?
  Manickam Bakthadoss,Tadiparthi Thirupathi Reddy,Vishal Agarwal,Duddu S. Sharada Chem. Commun., 2022,58, 1406-1409

• Solvents and Organic Chemicals Organic Compounds Phenylpropanoids and polyketides Isoflavonoids Isoflavones
• Solvents and Organic Chemicals Organic Compounds Phenylpropanoids and polyketides Isoflavonoids Isoflav-2-enes Isoflavones
• Isoflavones

• 574-12-9(Isoflavone)
• 1157-39-7(4',7-Dimethoxyisoflavone)
• 35212-22-7(ipriflavone)
• 485-72-3(Formononetin)
• 446-72-0(Genistein)
• 491-80-5(Biochanin A)
• 17817-31-1(Desmethylglycitein)
• 552-59-0(Prunetin)
• 486-66-8(Daidzein)
• 13057-72-2(7-Hydroxy-3-phenyl-4H-chromen-4-one)