O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-N-oxyphthalimide

Base Information

• Chemical Name: O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-N-oxyphthalimide
• CAS No.: 116417-81-3
• Molecular Formula: C₄₂H₃₉NO₈
• Molecular Weight: 685.774
• Mol file: 116417-81-3.mol

Synonyms:O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-N-oxyphthalimide

Chemical Property of O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-N-oxyphthalimide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-N-oxyphthalimide

There total 2 articles about O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-N-oxyphthalimide 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: 64.0%

N-hydroxyphthalimide (524-38-9) + 2,3,4,6-tetra-O-benzyl-D-galactopyranose (6386-24-9) → O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-N-oxyphthalimide (116417-81-3)

Guidance literature:

With boron trifluoride diethyl etherate; triethylamine; In dichloromethane; at 25 ℃; for 3h;

DOI:10.1002/chem.200401294

Reference yield: 60.0%

N-hydroxyphthalimide (524-38-9) + 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl fluoride (143615-35-4) → O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-N-oxyphthalimide (116417-81-3) + phthalimidyl 2,3,4,6-tetra-O-benzyl-D-galactopyranoside (116417-82-4)

Guidance literature:

With boron trifluoride diethyl etherate; triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4039(01)01614-8

Reference yield:

O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-N-oxyphthalimide (116417-81-3) → O-((2R,3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-hydroxylamine (134006-13-6)

Guidance literature:

With hydrazine hydrate; In tetrahydrofuran; for 0.25h; Ambient temperature;

DOI:10.1016/0008-6215(90)84118-E

upstream raw materials:

N-hydroxyphthalimide

2,3,4,6-tetra-O-benzyl-D-galactopyranosyl fluoride

2,3,4,6-tetra-O-benzyl-D-galactopyranose

Downstream raw materials:

O-((2R,3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-hydroxylamine