4-methoxycarbonyl-2-nitrobenzyl 3,4,6-tri-O-benzyl-2-O-tert-butyldimethylsilyl-α-D-mannopyranoside

Base Information

• Chemical Name: 4-methoxycarbonyl-2-nitrobenzyl 3,4,6-tri-O-benzyl-2-O-tert-butyldimethylsilyl-α-D-mannopyranoside
• CAS No.: 865280-81-5
• Molecular Formula: C₄₂H₅₁NO₁₀Si
• Molecular Weight: 757.953
• Mol file: 865280-81-5.mol

Synonyms:4-methoxycarbonyl-2-nitrobenzyl 3,4,6-tri-O-benzyl-2-O-tert-butyldimethylsilyl-α-D-mannopyranoside

Chemical Property of 4-methoxycarbonyl-2-nitrobenzyl 3,4,6-tri-O-benzyl-2-O-tert-butyldimethylsilyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 4-methoxycarbonyl-2-nitrobenzyl 3,4,6-tri-O-benzyl-2-O-tert-butyldimethylsilyl-α-D-mannopyranoside

There total 2 articles about 4-methoxycarbonyl-2-nitrobenzyl 3,4,6-tri-O-benzyl-2-O-tert-butyldimethylsilyl-α-D-mannopyranoside 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: 78.0%

4-methoxycarbonyl-2-nitrobenzyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside (865280-80-4) + t-butyldimethylsiyl triflate (69739-34-0) → 4-methoxycarbonyl-2-nitrobenzyl 3,4,6-tri-O-benzyl-2-O-tert-butyldimethylsilyl-α-D-mannopyranoside (865280-81-5)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; for 5h;

DOI:10.1016/j.tet.2005.06.101

Reference yield:

4-methoxycarbonyl-2-nitrobenzyl 2-O-acetyl-3,4,6-tri-O-benzyl-D-mannopyranoside → 4-methoxycarbonyl-2-nitrobenzyl 3,4,6-tri-O-benzyl-2-O-tert-butyldimethylsilyl-α-D-mannopyranoside (865280-81-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / potassium carbonate / methanol; tetrahydrofuran / 1.75 h

2: 78 percent / 2,6-lutidine / CH₂Cl₂ / 5 h

With 2,6-dimethylpyridine; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.tet.2005.06.101

Reference yield: 100.0%

4-methoxycarbonyl-2-nitrobenzyl 3,4,6-tri-O-benzyl-2-O-tert-butyldimethylsilyl-α-D-mannopyranoside (865280-81-5) → 4-carboxy-2-nitrobenzyl 3,4,6-tri-O-benzyl-2-O-tert-butyldimethylsilyl-α-D-mannopyranoside (865280-82-6)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; water; for 4h;

DOI:10.1016/j.tet.2005.06.101

upstream raw materials:

4-methoxycarbonyl-2-nitrobenzyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside

t-butyldimethylsiyl triflate

Downstream raw materials:

4-carboxy-2-nitrobenzyl 3,4,6-tri-O-benzyl-2-O-tert-butyldimethylsilyl-α-D-mannopyranoside