ethyl 2-O-benzyl-4,6-O-benzylidene-6-O-(3-bromomethylbenzyl)-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: ethyl 2-O-benzyl-4,6-O-benzylidene-6-O-(3-bromomethylbenzyl)-1-thio-β-D-glucopyranoside
• CAS No.: 241471-10-3
• Molecular Formula: C₃₀H₃₃BrO₅S
• Molecular Weight: 585.559
• Mol file: 241471-10-3.mol

Synonyms:ethyl 2-O-benzyl-4,6-O-benzylidene-6-O-(3-bromomethylbenzyl)-1-thio-β-D-glucopyranoside

Chemical Property of ethyl 2-O-benzyl-4,6-O-benzylidene-6-O-(3-bromomethylbenzyl)-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-O-benzyl-4,6-O-benzylidene-6-O-(3-bromomethylbenzyl)-1-thio-β-D-glucopyranoside

There total 1 articles about ethyl 2-O-benzyl-4,6-O-benzylidene-6-O-(3-bromomethylbenzyl)-1-thio-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: 54.0%

ethyl 4,6-O-benzylidene-2-O-benzyl-1-deoxy-1-thio-β-D-glucopyranoside (174172-99-7) + 1,3-bis-(bromomethyl)benzene (626-15-3) → ethyl 2-O-benzyl-4,6-O-benzylidene-6-O-(3-bromomethylbenzyl)-1-thio-β-D-glucopyranoside (241471-10-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 2h;

DOI:10.1021/jo990132e

Reference yield: 65.0%

ethyl 2-O-benzyl-4,6-O-benzylidene-6-O-(3-bromomethylbenzyl)-1-thio-β-D-glucopyranoside (241471-10-3) + methyl 2,3-di-O-benzyl-α-D-glucopyranoside (17791-36-5) → ethyl 3-O-[3-(methyl 2,3-di-O-benzyl-α-D-glucopyranoside-6-yloxymethyl)-benzyl]-2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside (241471-11-4)

Guidance literature:

methyl 2,3-di-O-benzyl-α-D-glucopyranoside; With di(n-butyl)tin oxide; In toluene; for 4h; Heating;

ethyl 2-O-benzyl-4,6-O-benzylidene-6-O-(3-bromomethylbenzyl)-1-thio-β-D-glucopyranoside; With tetrabutylammomium bromide; In toluene; at 90 ℃; for 20h;

DOI:10.1021/jo990132e

Reference yield: 54.0%

ethyl 2-O-benzyl-4,6-O-benzylidene-6-O-(3-bromomethylbenzyl)-1-thio-β-D-glucopyranoside (241471-10-3) + benzyl 6,3'-O-(1,3-xylylene)-(4-O-allyl-2-O-benzyl-α-D-glucopyranosyl)-(1'->4)-2,3-di-O-benzyl-α-D-glucopyranoside → C81H88O16S

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 60 ℃; for 20h;

DOI:10.1002/1099-0690(200106)2001:11<2055::AID-EJOC2055>3.0.CO;2-N

upstream raw materials:

ethyl 4,6-O-benzylidene-2-O-benzyl-1-deoxy-1-thio-β-D-glucopyranoside

1,3-bis-(bromomethyl)benzene

Downstream raw materials:

ethyl 3-O-[3-(methyl 2,3-di-O-benzyl-α-D-glucopyranoside-6-yloxymethyl)-benzyl]-2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

methyl 6,3'-O-(1,3-xylylene)-(2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1'->4)-2,3-di-O-benzyl-α-D-glucopyranoside

methyl α-D-glucopyranosyl-(1->4)-α-D-glucopyranoside