methyl 2-acetoxy-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate

Base Information

Chemical Name:methyl 2-acetoxy-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate
CAS No.:270061-94-4
Molecular Formula:C₄₄H₄₄O₁₀
Molecular Weight:732.827
Hs Code.:

Synonyms:methyl 2-acetoxy-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate

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Chemical Property of methyl 2-acetoxy-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate

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Technology Process of methyl 2-acetoxy-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate

There total 1 articles about methyl 2-acetoxy-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate 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: 91.0%

: 87513-62-0
2-acetoxy-5-hydroxy-benzoic acid methyl ester

: 74808-09-6
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 270061-94-4
methyl 2-acetoxy-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃;
DOI:10.1016/S0008-6215(99)00311-0

Reference yield:

: 270061-94-4
methyl 2-acetoxy-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate

: 2-Hydroxy-5-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid methyl ester

Guidance literature:: With barium dihydroxide; In methanol; ethanol; at 20 ℃; for 25h;
DOI:10.1016/S0008-6215(99)00311-0

Reference yield:

: 270061-94-4
methyl 2-acetoxy-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate

: 1820-89-9
5-(β-D-glucopyranosyloxy)-2-hydroxybenzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: Ba(OH)2 / methanol; ethanol; various solvent(s) / 25 h / 20 °C

2: KOH; Ba(OH)2; water / 1,2-dimethoxy-ethane / 120 h / 20 °C

3: 80 percent / H₂ / Pd/C / acetone / 4 h

With barium dihydroxide; potassium hydroxide; water; hydrogen; palladium on activated charcoal; In methanol; 1,2-dimethoxyethane; ethanol; acetone; 1: Deacetylation / 2: Hydrolysis / 3: Hydrogenolysis;
DOI:10.1016/S0008-6215(99)00311-0