allyl 4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

• Chemical Name: allyl 4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
• CAS No.: 112929-53-0
• Molecular Formula: C₆₁H₅₈N₂O₁₄
• Molecular Weight: 1043.14
• Mol file: 112929-53-0.mol

Synonyms:

Chemical Property of allyl 4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 2 articles about allyl 4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 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:

allyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside (99502-48-4) → allyl 4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (112929-53-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / sodium cyanoborohydride, HCl / tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

2: 1.) silver trifluoromethanesulfonate, sym-collidine, 4 Angstroem molecular sieves / 1.) dichloromethane, 0.5 h; 2.) dichloromethane, 12 h

With 2,4,6-trimethyl-pyridine; hydrogenchloride; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether;

Reference yield:

allyl-3,6-di-O-benzyl-2-deoxy-2-N-phthalimido-β-D-glucopyranoside (89067-88-9) + 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α,β-D-galactopyranosyl chloride (82185-91-9,89067-91-4,112929-45-0,112929-46-1,140385-12-2) → allyl 4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (112929-53-0)

Guidance literature:

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; Yield given. Multistep reaction; 1.) dichloromethane, 0.5 h; 2.) dichloromethane, 12 h;

Reference yield:

allyl 4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (112929-53-0) → 4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α-D-glucopyranose (112945-56-9) + 4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose (112929-54-1)

Guidance literature:

With mercury(II) oxide; Wilkinson's catalyst; mercury dichloride; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) ethanol, benzene, water, reflux, 24 h; 2.) acetone, water, 2 h;

upstream raw materials:

allyl-3,6-di-O-benzyl-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α,β-D-galactopyranosyl chloride

allyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Downstream raw materials:

4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α-D-glucopyranose

4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose