1,6-anhydro-4-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose

Base Information

• Chemical Name: 1,6-anhydro-4-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose
• CAS No.: 131791-59-8
• Molecular Formula: C₂₁H₁₉NO₆
• Molecular Weight: 381.385
• Mol file: 131791-59-8.mol

Synonyms:1,6-anhydro-4-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose

Chemical Property of 1,6-anhydro-4-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6-anhydro-4-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose

There total 1 articles about 1,6-anhydro-4-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose 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: 30.0%

phthalimide (136918-14-4,85-41-6) + 4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose (33208-47-8) → 1,6-anhydro-4-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose (131791-59-8)

Guidance literature:

With potassium phtalimide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 170 ℃; for 20h;

DOI:10.1016/S0040-4020(01)88221-1

Reference yield: 75.0%

1,6-anhydro-4-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose (131791-59-8) + 6-O-acetyl-2,4-di-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl)-α-D-galactopyranosyl bromide (131791-56-5) → 3-O-<3-O-(2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl)-6-O-acetyl-2,4-di-O-benzoyl-β-D-galactopyranosyl>-1,6-anhydro-4-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose (131791-60-1)

Guidance literature:

With 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate;

Reference yield:

acetic anhydride (108-24-7) + 1,6-anhydro-4-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose (131791-59-8) + 6-O-acetyl-2,4-di-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl)-α-D-galactopyranosyl bromide (131791-56-5) → 3-O-<3-O-(2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl)-6-O-acetyl-2,4-di-O-benzoyl-β-D-galactopyranosyl>-1,6-anhydro-4-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose (131791-60-1)

Guidance literature:

With pyridine; dmap; 2,6-di-tert-butyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; Yield given. Multistep reaction; 1.) dichloromethane, 20 min, -45 deg C, 2.) 30 min;

DOI:10.1016/S0040-4020(01)88221-1

upstream raw materials:

phthalimide

4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose

Downstream raw materials:

3-O-<3-O-(2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl)-6-O-acetyl-2,4-di-O-benzoyl-β-D-galactopyranosyl>-1,6-anhydro-4-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose