3,4,6'-tris-benzyloxy-3'-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2'-hydroxy-4'-methoxychalcone

Base Information

• Chemical Name: 3,4,6'-tris-benzyloxy-3'-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2'-hydroxy-4'-methoxychalcone
• CAS No.: 381686-09-5
• Molecular Formula: C₇₁H₆₆O₁₁
• Molecular Weight: 1095.3
• Mol file: 381686-09-5.mol

Synonyms:3,4,6'-tris-benzyloxy-3'-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2'-hydroxy-4'-methoxychalcone

Chemical Property of 3,4,6'-tris-benzyloxy-3'-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2'-hydroxy-4'-methoxychalcone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,6'-tris-benzyloxy-3'-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2'-hydroxy-4'-methoxychalcone

There total 3 articles about 3,4,6'-tris-benzyloxy-3'-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2'-hydroxy-4'-methoxychalcone 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: 87.0%

3,4-dibenzyloxybenzaldehyde (5447-02-9) + 6-benzyloxy-3-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2-hydroxy-4-methoxyacetophenone (169566-44-3) → 3,4,6'-tris-benzyloxy-3'-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2'-hydroxy-4'-methoxychalcone (381686-09-5)

Guidance literature:

In 1,4-dioxane; sodium hydroxide; at 20 ℃; for 24h;

DOI:10.1016/S0008-6215(01)00192-6

Reference yield:

1‐(2‐(benzyloxy)‐6‐hydroxy‐4‐methoxyphenyl)ethan‐1‐one (10299-59-9) → 3,4,6'-tris-benzyloxy-3'-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2'-hydroxy-4'-methoxychalcone (381686-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / BF₃*Et₂O; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / -78 - 20 °C

2: 87 percent / dioxane; aq. NaOH / 24 h / 20 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; In 1,4-dioxane; sodium hydroxide; dichloromethane;

DOI:10.1016/S0008-6215(01)00192-6

Reference yield:

1‐(2‐(benzyloxy)‐4,6‐dihydroxyphenyl)ethan‐1‐one (39548-86-2) → 3,4,6'-tris-benzyloxy-3'-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2'-hydroxy-4'-methoxychalcone (381686-09-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / ethanol; diethyl ether / 0 °C

2: 81 percent / BF₃*Et₂O; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / -78 - 20 °C

3: 87 percent / dioxane; aq. NaOH / 24 h / 20 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; In 1,4-dioxane; sodium hydroxide; diethyl ether; ethanol; dichloromethane;

DOI:10.1016/S0008-6215(01)00192-6

upstream raw materials:

3,4-dibenzyloxybenzaldehyde

6-benzyloxy-3-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2-hydroxy-4-methoxyacetophenone

1‐(2‐(benzyloxy)‐4,6‐dihydroxyphenyl)ethan‐1‐one

1‐(2‐(benzyloxy)‐6‐hydroxy‐4‐methoxyphenyl)ethan‐1‐one

Downstream raw materials:

2-(3,4-bis-benzyloxyphenyl)-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5,7-dimethoxy-4H-1-benzopyran-4-one

8-C-β-D-glucopyranosyl-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-4H-1-benzopyran-4-one

2-(3,4-bis-benzyloxyphenyl)-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5-hydroxy-7-methoxy-4H-1-benzopyran-4-one