4,6-O-benzylidene-1-O-(3,4,5-tri-O-benzylgalloyl)-β-D-glucopyranose

Base Information

• Chemical Name: 4,6-O-benzylidene-1-O-(3,4,5-tri-O-benzylgalloyl)-β-D-glucopyranose
• CAS No.: 1034402-63-5
• Molecular Formula: C₄₁H₃₈O₁₀
• Molecular Weight: 690.747
• Mol file: 1034402-63-5.mol

Synonyms:4,6-O-benzylidene-1-O-(3,4,5-tri-O-benzylgalloyl)-β-D-glucopyranose

Chemical Property of 4,6-O-benzylidene-1-O-(3,4,5-tri-O-benzylgalloyl)-β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of 4,6-O-benzylidene-1-O-(3,4,5-tri-O-benzylgalloyl)-β-D-glucopyranose

There total 2 articles about 4,6-O-benzylidene-1-O-(3,4,5-tri-O-benzylgalloyl)-β-D-glucopyranose 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: 90.0%

1-O-(3,4,5-tri-benzylgalloyl)-4,6-benzylidene-2,3-bis-(tert-butyldimethylsilyl)-D-glucopyranoside → 4,6-O-benzylidene-1-O-(3,4,5-tri-O-benzylgalloyl)-β-D-glucopyranose (1034402-63-5)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 7h; Inert atmosphere;

DOI:10.1021/ol8009545

Reference yield: 27.0%

3,4,5-tris(benzyloxy)benzoyl chloride (1486-47-1) + 4,6-O-benzylidene-D-glucose (3006-41-5,20771-09-9,25152-90-3,97232-16-1,104022-77-7,113566-67-9,113566-68-0) → 4,6-O-benzylidene-1-O-(3,4,5-tri-O-benzylgalloyl)-β-D-glucopyranose (1034402-63-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jo400562k

Reference yield: 90.0%

3,4,5-tris(benzyloxy)-2-bromobenzoic acid (1034402-65-7) + 4,6-O-benzylidene-1-O-(3,4,5-tri-O-benzylgalloyl)-β-D-glucopyranose (1034402-63-5) → 1-O-(3,4,5-tri-benzylgalloyl)-4,6-benzylidene-2,3-bis-(2,2'-dibromo-3,3',4,4',5,5'-hexa-benzylgalloyl)-β-D-glucopyranoside (1034402-62-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ol8009545

upstream raw materials:

3,4,5-tris(benzyloxy)benzoyl chloride

4,6-O-benzylidene-D-glucose

Downstream raw materials:

1-O-(3,4,5-tri-benzylgalloyl)-4,6-benzylidene-2,3-bis-(2,2'-dibromo-3,3',4,4',5,5'-hexa-benzylgalloyl)-β-D-glucopyranoside

1-O-(3,4,5-tri-benzylgalloyl)-4,6-benzylidene-2,3-bis-(2,2'-diiodo-3,3',4,4',5,5'-hexa-benzylgalloyl)-β-D-glucopyranoside