1,4,6-tri-O-benzyl-2,3-O-[1-(benzyloxy)benzylidene]-β-D-fructofuranose

Base Information

• Chemical Name: 1,4,6-tri-O-benzyl-2,3-O-[1-(benzyloxy)benzylidene]-β-D-fructofuranose
• CAS No.: 178491-57-1
• Molecular Formula: C₄₁H₄₀O₇
• Molecular Weight: 644.764
• Mol file: 178491-57-1.mol

Synonyms:1,4,6-tri-O-benzyl-2,3-O-[1-(benzyloxy)benzylidene]-β-D-fructofuranose

Chemical Property of 1,4,6-tri-O-benzyl-2,3-O-[1-(benzyloxy)benzylidene]-β-D-fructofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4,6-tri-O-benzyl-2,3-O-[1-(benzyloxy)benzylidene]-β-D-fructofuranose

There total 3 articles about 1,4,6-tri-O-benzyl-2,3-O-[1-(benzyloxy)benzylidene]-β-D-fructofuranose 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: 92.0%

benzyl bromide (100-39-0) + 1,4,6-tri-O-benzoyl-2,3-O-[1-(benzyloxy)benzylidene]-β-D-fructofuranose → 1,4,6-tri-O-benzyl-2,3-O-[1-(benzyloxy)benzylidene]-β-D-fructofuranose (178491-57-1)

Guidance literature:

With potassium hydroxide; In toluene; for 5h; Heating;

DOI:10.1021/ja001439u

Reference yield: 64.0%

benzyl bromide (100-39-0) + (2S,3aS,5R,6R,6aS)-2-Benzyloxy-3a,5-bis-hydroxymethyl-2-phenyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol → 1,4,6-tri-O-benzyl-2,3-O-[1-(benzyloxy)benzylidene]-β-D-fructofuranose (178491-57-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; paraffin; 0 deg C -> room temperature;

DOI:10.1021/jo970983r

Reference yield:

1,4,6-tri-O-benzoyl-2,3-O-[1-(benzyloxy)benzylidene]-β-D-fructofuranose → 1,4,6-tri-O-benzyl-2,3-O-[1-(benzyloxy)benzylidene]-β-D-fructofuranose (178491-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOMe / methanol; CHCl₃ / 12 h / -15 °C

2: 64 percent / NaH / dimethylformamide; paraffin / 0 deg C -> room temperature

With sodium methylate; sodium hydride; In methanol; chloroform; N,N-dimethyl-formamide; paraffin;

DOI:10.1021/jo970983r

upstream raw materials:

benzyl bromide

Downstream raw materials:

ethyl 1,4,6-tri-O-benzyl-2-thio-α-D-fructofuranoside

ethyl 1,4,6-tri-O-benzyl-2-thio-β-D-fructofuranoside

ethyl 1,4,6-tri-O-benzyl-3-O-(4-methoxybenzyl)-2-thio-α-D-fructofuranoside

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