7-O-(1,2:3,4-di-O-isopropylidene-6-deoxy-α-D-galactopyrane-6-yl)-genistein

Base Information

• Chemical Name: 7-O-(1,2:3,4-di-O-isopropylidene-6-deoxy-α-D-galactopyrane-6-yl)-genistein
• CAS No.: 1623075-83-1
• Molecular Formula: C₂₇H₂₈O₁₀
• Molecular Weight: 512.513
• Mol file: 1623075-83-1.mol

Synonyms:7-O-(1,2:3,4-di-O-isopropylidene-6-deoxy-α-D-galactopyrane-6-yl)-genistein

Chemical Property of 7-O-(1,2:3,4-di-O-isopropylidene-6-deoxy-α-D-galactopyrane-6-yl)-genistein

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-O-(1,2:3,4-di-O-isopropylidene-6-deoxy-α-D-galactopyrane-6-yl)-genistein

There total 3 articles about 7-O-(1,2:3,4-di-O-isopropylidene-6-deoxy-α-D-galactopyrane-6-yl)-genistein 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: 30.0%

1,2:3,4-di-O-isopropylidene-6-iodo-D-galactopyranose (4026-28-2) + 5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on (446-72-0) → 7,4'-di-O-(1,2:3,4-di-O-isopropylidene-6-deoxy-α-D-galactopyrane-6-yl)-genistein (1623075-84-2) + 7-O-(1,2:3,4-di-O-isopropylidene-6-deoxy-α-D-galactopyrane-6-yl)-genistein (1623075-83-1)

Guidance literature:

5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

1,2:3,4-di-O-isopropylidene-6-iodo-D-galactopyranose; In N,N-dimethyl-formamide; at 80 ℃; for 48h;

DOI:10.1016/j.ejmech.2014.08.032

Reference yield:

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → 7,4'-di-O-(1,2:3,4-di-O-isopropylidene-6-deoxy-α-D-galactopyrane-6-yl)-genistein (1623075-84-2) + 7-O-(1,2:3,4-di-O-isopropylidene-6-deoxy-α-D-galactopyrane-6-yl)-genistein (1623075-83-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: iodine; triphenylphosphine; 1H-imidazole / toluene / 24 h / 80 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

2.2: 48 h / 80 °C

With 1H-imidazole; iodine; potassium carbonate; triphenylphosphine; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.ejmech.2014.08.032

Reference yield:

D-Galactose (10257-28-0) → 7,4'-di-O-(1,2:3,4-di-O-isopropylidene-6-deoxy-α-D-galactopyrane-6-yl)-genistein (1623075-84-2) + 7-O-(1,2:3,4-di-O-isopropylidene-6-deoxy-α-D-galactopyrane-6-yl)-genistein (1623075-83-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: zinc(II) chloride; sulfuric acid / 24 h / 20 °C

2.1: iodine; triphenylphosphine; 1H-imidazole / toluene / 24 h / 80 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

3.2: 48 h / 80 °C

With 1H-imidazole; sulfuric acid; iodine; potassium carbonate; triphenylphosphine; zinc(II) chloride; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.ejmech.2014.08.032

upstream raw materials:

1,2:3,4-di-O-isopropylidene-6-iodo-D-galactopyranose

5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on

D-Galactose

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose