2,3,5,6-tetra-O-acetyl-1-O-benzyl-4-O-(2,3,4,5,6-penta-O-acetyl-1-deoxy-D-galactitol-1-yl)-D-glucitol

Base Information

• Chemical Name: 2,3,5,6-tetra-O-acetyl-1-O-benzyl-4-O-(2,3,4,5,6-penta-O-acetyl-1-deoxy-D-galactitol-1-yl)-D-glucitol
• CAS No.: 99756-42-0
• Molecular Formula: C₃₇H₅₀O₂₀
• Molecular Weight: 814.792

Synonyms:2,3,5,6-tetra-O-acetyl-1-O-benzyl-4-O-(2,3,4,5,6-penta-O-acetyl-1-deoxy-D-galactitol-1-yl)-D-glucitol

Chemical Property of 2,3,5,6-tetra-O-acetyl-1-O-benzyl-4-O-(2,3,4,5,6-penta-O-acetyl-1-deoxy-D-galactitol-1-yl)-D-glucitol

Chemical Property:

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Technology Process of 2,3,5,6-tetra-O-acetyl-1-O-benzyl-4-O-(2,3,4,5,6-penta-O-acetyl-1-deoxy-D-galactitol-1-yl)-D-glucitol

There total 2 articles about 2,3,5,6-tetra-O-acetyl-1-O-benzyl-4-O-(2,3,4,5,6-penta-O-acetyl-1-deoxy-D-galactitol-1-yl)-D-glucitol 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:

acetic anhydride (108-24-7) + benzyl hepta-O-diethylboryl-β-lactoside (99756-41-9) → 1,2,3,4,5,6-hexa-O-acetyl-D-glucitol (7208-47-1,5346-76-9) + 1,2,3,4,5-penta-O-acetyl-4-O-(2,3,4,5,6-penta-O-acetyl-1-deoxy-D-galactitol-1-yl)-D-glucitol (96532-72-8,96614-03-8) + 2,3,5,6-tetra-O-acetyl-1-O-benzyl-4-O-(2,3,4,5,6-penta-O-acetyl-1-deoxy-D-galactitol-1-yl)-D-glucitol (99756-42-0) + 1-deoxy-D-glucose tetraacetate (13137-69-4)

Guidance literature:

With pyridine; methanol; ethyldiborane; ethylene glycol; 9-borabicyclo[3.3.1]nonane dimer; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; 1) 120 deg C, 9 h, 2) reflux, then 70 deg C/1E-3 torr;

DOI:10.1016/S0008-6215(00)90742-0

Reference yield:

acetic anhydride (108-24-7) + benzyl hepta-O-diethylboryl-β-lactoside (99756-41-9) → 1,2,3,4,5-penta-O-acetyl-4-O-(2,3,4,5,6-penta-O-acetyl-1-deoxy-D-galactitol-1-yl)-D-glucitol (96532-72-8,96614-03-8) + 2,3,5,6-tetra-O-acetyl-1-O-benzyl-4-O-(2,3,4,5,6-penta-O-acetyl-1-deoxy-D-galactitol-1-yl)-D-glucitol (99756-42-0) + 1-deoxy-D-glucose tetraacetate (13137-69-4) + 2,3,4,6-tetra-O-acetyl-1,5-anhydro-D-galactitol (13121-62-5)

Guidance literature:

With pyridine; methanol; ethyldiborane; ethylene glycol; 9-borabicyclo[3.3.1]nonane dimer; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; 1) 120 deg C, 9 h, 2) reflux, then 70 deg C/1E-3 torr;

DOI:10.1016/S0008-6215(00)90742-0

upstream raw materials:

acetic anhydride

benzyl hepta-O-diethylboryl-β-lactoside

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