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

Base Information

Chemical Name:6-benzyloxy-2-hydroxy-4-(2-methylbenzyloxy)-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)acetophenone
CAS No.:321133-82-8
Molecular Formula:C₅₇H₅₆O₉
Molecular Weight:885.066
Hs Code.:

Synonyms:6-benzyloxy-2-hydroxy-4-(2-methylbenzyloxy)-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)acetophenone

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Chemical Property of 6-benzyloxy-2-hydroxy-4-(2-methylbenzyloxy)-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)acetophenone

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Technology Process of 6-benzyloxy-2-hydroxy-4-(2-methylbenzyloxy)-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)acetophenone

There total 7 articles about 6-benzyloxy-2-hydroxy-4-(2-methylbenzyloxy)-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)acetophenone 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: 75.0%

: 89025-46-7
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl fluoride

: 321133-81-7
2-benzyloxy-6-hydroxy-4-(2-methylbenzyloxy)acetophenone

: 321133-82-8
6-benzyloxy-2-hydroxy-4-(2-methylbenzyloxy)-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)acetophenone

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃;
DOI:10.1016/S0008-6215(00)00226-3

Reference yield:

: 480-66-0,67471-34-5
2,4,6-trihydroxyacetophenone

: 321133-82-8
6-benzyloxy-2-hydroxy-4-(2-methylbenzyloxy)-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)acetophenone

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 0 - 20 °C

2: 100 percent / K₂CO₃ / dimethylformamide / 3 h / 80 °C

3: 100 percent / HCl / methanol / 1 h / Heating

4: 84 percent / K₂CO₃ / dimethylformamide / 0 - 20 °C

5: 75 percent / 4 Angstroem molecular sieves; BF₃*Et₂O / CH₂Cl₂ / -78 - 20 °C

With hydrogenchloride; 4 A molecular sieve; boron trifluoride diethyl etherate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)00226-3

Reference yield:

: 65490-09-7
2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone

: 321133-82-8
6-benzyloxy-2-hydroxy-4-(2-methylbenzyloxy)-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)acetophenone

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / K₂CO₃ / dimethylformamide / 3 h / 80 °C

2: 100 percent / HCl / methanol / 1 h / Heating

3: 84 percent / K₂CO₃ / dimethylformamide / 0 - 20 °C

4: 75 percent / 4 Angstroem molecular sieves; BF₃*Et₂O / CH₂Cl₂ / -78 - 20 °C

With hydrogenchloride; 4 A molecular sieve; boron trifluoride diethyl etherate; potassium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)00226-3