4'-Benzyloxy-5-hydroxy-7-methoxy-flavon-3-O-octa-O-acetyl--β-D-galaktopyranosid

Base Information

• Chemical Name: 4'-Benzyloxy-5-hydroxy-7-methoxy-flavon-3-O-octa-O-acetyl--β-D-galaktopyranosid
• CAS No.: 83170-25-6
• Molecular Formula: C₅₇H₆₄O₂₇
• Molecular Weight: 1181.12
• Mol file: 83170-25-6.mol

Synonyms:4'-Benzyloxy-5-hydroxy-7-methoxy-flavon-3-O-octa-O-acetyl--β-D-galaktopyranosid

Chemical Property of 4'-Benzyloxy-5-hydroxy-7-methoxy-flavon-3-O-octa-O-acetyl--β-D-galaktopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4'-Benzyloxy-5-hydroxy-7-methoxy-flavon-3-O-octa-O-acetyl--β-D-galaktopyranosid

There total 3 articles about 4'-Benzyloxy-5-hydroxy-7-methoxy-flavon-3-O-octa-O-acetyl--β-D-galaktopyranosid 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: 29.0%

Rhamnocitrin-4'-benzylether (73519-07-0) + α-acetobrom-rhamninose → 4'-Benzyloxy-5-hydroxy-7-methoxy-flavon-3-O-octa-O-acetyl--β-D-galaktopyranosid (83170-25-6)

Guidance literature:

With Sikkon; silver carbonate; In various solvent(s); for 6h; Ambient temperature;

DOI:10.1016/0040-4020(82)85113-2

Reference yield:

3,5,7-Triacetoxy-4'-benzyloxy-flavon (30782-33-3) → 4'-Benzyloxy-5-hydroxy-7-methoxy-flavon-3-O-octa-O-acetyl--β-D-galaktopyranosid (83170-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / 1) Dimethylsulfat, K₂CO₃, 2) H₂O / acetone / Heating; 1) 30 h; 2) 15 min

2: 29 percent / Sikkon, Ag₂CO₃ / various solvent(s) / 6 h / Ambient temperature

With Sikkon; water; potassium carbonate; dimethyl sulfate; silver carbonate; In acetone;

DOI:10.1016/0040-4020(82)85113-2

Reference yield:

1,2,3,4-tetra-O-acetyl-6-O-<2,4,-di-O-acetyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-D-galactopyranose (68398-79-8) → 4'-Benzyloxy-5-hydroxy-7-methoxy-flavon-3-O-octa-O-acetyl--β-D-galaktopyranosid (83170-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / 40percent HBr/Eisessigloesung / CH₂Cl₂ / 1.5 h / 0 °C

2: 29 percent / Sikkon, Ag₂CO₃ / various solvent(s) / 6 h / Ambient temperature

With Sikkon; hydrogen bromide; acetic acid; silver carbonate; In dichloromethane;

DOI:10.1016/0040-4020(82)85113-2

upstream raw materials:

Rhamnocitrin-4'-benzylether

3,5,7-Triacetoxy-4'-benzyloxy-flavon

1,2,3,4-tetra-O-acetyl-6-O-<2,4,-di-O-acetyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-D-galactopyranose

Downstream raw materials:

kaempferol-7-O-methyl-3-O-α-L-rhamnopyranosyl(1<*>3)-O-α-L-rhamnopyranosyl(1<*>6)-O-β-D-galactopyranoside

Rhamnocitrin-3-O-β-rhamninosid-deca-O-acetat

4',5-Dihydroxy-7-methoxy-flavon-3-O-octa-O-acetyl--β-D-galaktopyranosid

Refernces