2-(hydroxycarbonyl)benzyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside

Base Information

• Chemical Name: 2-(hydroxycarbonyl)benzyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside
• CAS No.: 365535-17-7
• Molecular Formula: C₆₀H₆₄O₁₄
• Molecular Weight: 1009.16
• Mol file: 365535-17-7.mol

Synonyms:2-(hydroxycarbonyl)benzyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside

Chemical Property of 2-(hydroxycarbonyl)benzyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(hydroxycarbonyl)benzyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside

There total 3 articles about 2-(hydroxycarbonyl)benzyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-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: 94.0%

2-(benzyloxycarbonyl)benzyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside → 2-(hydroxycarbonyl)benzyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside (365535-17-7)

Guidance literature:

With ammonium acetate; hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 1h;

DOI:10.1021/ja015842s

Reference yield:

2-(hydroxycarbonyl)benzyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (365534-63-0) → 2-(hydroxycarbonyl)benzyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside (365535-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2,6-di-tert-butyl-4-methylpyridine; 4 Angstroem molecular sieves; (CF₃SO₂)2O / CH₂Cl₂ / 0.17 h / -78 °C

1.2: 83 percent / CH₂Cl₂ / 1 h / -78 °C

2.1: 94 percent / H₂; ammonium acetate / Pd/C / methanol / 1 h / 20 °C

With ammonium acetate; 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; 4 A molecular sieve; hydrogen; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/ja015842s

Reference yield:

2'-(benzyloxycarbonyl)benzyl 3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside (365534-75-4) → 2-(hydroxycarbonyl)benzyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside (365535-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2,6-di-tert-butyl-4-methylpyridine; 4 Angstroem molecular sieves; (CF₃SO₂)2O / CH₂Cl₂ / 0.17 h / -78 °C

1.2: 83 percent / CH₂Cl₂ / 1 h / -78 °C

2.1: 94 percent / H₂; ammonium acetate / Pd/C / methanol / 1 h / 20 °C

With ammonium acetate; 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; 4 A molecular sieve; hydrogen; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/ja015842s

upstream raw materials:

2-(hydroxycarbonyl)benzyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

2'-(benzyloxycarbonyl)benzyl 3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside