methyl O-<3,4,6-tri-O-benzyl-2-O-(4-methoxybenzyl)-α-D-galactopyranosyl>-(1<*>3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: methyl O-<3,4,6-tri-O-benzyl-2-O-(4-methoxybenzyl)-α-D-galactopyranosyl>-(1<*>3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
• CAS No.: 173314-50-6
• Molecular Formula: C₄₉H₅₃N₃O₁₁
• Molecular Weight: 859.973
• Mol file: 173314-50-6.mol

Synonyms:methyl O-<3,4,6-tri-O-benzyl-2-O-(4-methoxybenzyl)-α-D-galactopyranosyl>-(1<*>3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Chemical Property of methyl O-<3,4,6-tri-O-benzyl-2-O-(4-methoxybenzyl)-α-D-galactopyranosyl>-(1<*>3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl O-<3,4,6-tri-O-benzyl-2-O-(4-methoxybenzyl)-α-D-galactopyranosyl>-(1<*>3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

There total 1 articles about methyl O-<3,4,6-tri-O-benzyl-2-O-(4-methoxybenzyl)-α-D-galactopyranosyl>-(1<*>3)-2-azido-4,6-O-benzylidene-2-deoxy-α-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: 84.0%

methyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (160636-37-3) + methyl 3,4,6-tri-O-benzyl-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside (149827-85-0) → methyl O-<3,4,6-tri-O-benzyl-2-O-(4-methoxybenzyl)-α-D-galactopyranosyl>-(1<*>3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (173314-50-6) + (2R,3S,4S,5R,6R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-(4-methoxy-benzyloxy)-6-methylsulfanyl-tetrahydro-pyran

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; methyl trifluoromethanesulfonate; In diethyl ether; at 25 ℃; for 6h; Yields of byproduct given;

DOI:10.1016/0008-6215(95)00198-3

Reference yield:

methyl O-<3,4,6-tri-O-benzyl-2-O-(4-methoxybenzyl)-α-D-galactopyranosyl>-(1<*>3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (173314-50-6) → methyl O-α-D-galactopyranosyl-(1<*>3)-2-acetamido-2-deoxy-α-D-glucopyranoside (139894-29-4,62998-30-5,62998-34-9,75669-79-3,88274-25-3,98167-59-0,100836-88-2,124501-68-4,139627-92-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, AcOH / 10percent Pd/C / ethanol / 24 h / 25 °C / 760 Torr

2: AcOH / ethanol / 0.17 h / 0 °C

With hydrogen; acetic acid; palladium on activated charcoal; In ethanol;

DOI:10.1016/0008-6215(95)00198-3

upstream raw materials:

methyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

methyl 3,4,6-tri-O-benzyl-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

Downstream raw materials:

methyl O-α-D-galactopyranosyl-(1<*>3)-2-acetamido-2-deoxy-α-D-glucopyranoside