benzyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

Base Information

• Chemical Name: benzyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside
• CAS No.: 848844-44-0
• Molecular Formula: C₂₇H₂₈O₄
• Molecular Weight: 416.517
• Mol file: 848844-44-0.mol

Synonyms:benzyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

Chemical Property of benzyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of benzyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

There total 6 articles about benzyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside 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%

4,6-di-O-benzyl-D-galactal (81928-98-5) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside (848844-44-0)

Guidance literature:

With indium(III) chloride; In dichloromethane; at 30 ℃; for 2h; optical yield given as %de; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.04.084

Reference yield: 75.0%

(2R,3R)-6-(allyloxy)-3-(benzyloxy)-2-((benzyloxy)methyl)-3,6-dihydro-2H-pyran + benzyl alcohol (100-51-6,185532-71-2) → benzyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside (848844-44-0)

Guidance literature:

With N-Bromosuccinimide; zinc trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 11h;

DOI:10.1021/jo102333x

Reference yield: 64.0%

3,4,6-tri-O-benzyl-D-galactal (80040-79-5) → benzyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside (848844-44-0)

Guidance literature:

With indium(III) chloride; In dichloromethane; at 20 ℃; for 0.166667h; diastereospecific reaction; Inert atmosphere;

DOI:10.1002/ejoc.200800453

upstream raw materials:

3,4,6-tri-O-benzyl-D-galactal

4,6-di-O-benzyl-D-galactal

benzyl alcohol