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

Base Information

• Chemical Name: methyl 2,3,4,6-tetra-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside
• CAS No.: 159889-77-7
• Molecular Formula: C₃₉H₄₆O₉S
• Molecular Weight: 690.855
• Mol file: 159889-77-7.mol

Synonyms:methyl 2,3,4,6-tetra-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

Chemical Property of methyl 2,3,4,6-tetra-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3,4,6-tetra-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

There total 1 articles about methyl 2,3,4,6-tetra-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside 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:

p-methoxybenzyl chloride (824-94-2) + methyl 1-thio-β-D-galactopyranoside (155-30-6) → methyl 2,3,4,6-tetra-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside (159889-77-7)

Guidance literature:

With tetrabutylammomium bromide; sodium hydride; Yield given. Multistep reaction; 1.) DMF, 15 min, 2.) DMF, RT, 5 h;

DOI:10.1016/0008-6215(94)00153-7

Reference yield: 65.0%

methyl 2,3,4,6-tetra-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside (159889-77-7) + benzyl O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside → benzyl O-<(2,3,4,6-tetra-O-(4-methoxybenzyl)-α-D-galactopyranosyl)>-(1<*>3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside (159889-80-2)

Guidance literature:

With copper bromide; 4 A molecular sieve; tetrabutylammomium bromide; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; for 30h; Ambient temperature;

DOI:10.1016/0008-6215(94)00153-7

Reference yield:

methyl 2,3,4,6-tetra-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside (159889-77-7) → benzyl O-(α-D-galactopyranosyl)-(1<*>3)-O-(β-D-galactopyranosyl)-(1<*>3)-acetamido-2-deoxy-β-D-glucopyranoside

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / tetrabutylammonium bromide, copper bromide, molecular sieves 4A / 1,2-dichloro-ethane; dimethylformamide / 30 h / Ambient temperature

2: H₂O, ceric ammonium nitrate / acetonitrile / 6 h / Ambient temperature

3: NaOMe / methanol

With copper bromide; ammonium cerium(IV) nitrate; 4 A molecular sieve; tetrabutylammomium bromide; water; sodium methylate; In methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/0008-6215(94)00153-7

upstream raw materials:

p-methoxybenzyl chloride

methyl 1-thio-β-D-galactopyranoside

Downstream raw materials:

benzyl O-<(2,3,4,6-tetra-O-(4-methoxybenzyl)-α-D-galactopyranosyl)>-(1<*>3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside