benzyl 2,3-di-O-benzyl-6-acetyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyi)-β-D-mannopyranoside

Base Information

Chemical Name:benzyl 2,3-di-O-benzyl-6-acetyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyi)-β-D-mannopyranoside
CAS No.:1537896-65-3
Molecular Formula:C₅₆H₅₈O₁₂
Molecular Weight:923.069
Hs Code.:

Synonyms:benzyl 2,3-di-O-benzyl-6-acetyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyi)-β-D-mannopyranoside

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Chemical Property of benzyl 2,3-di-O-benzyl-6-acetyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyi)-β-D-mannopyranoside

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Technology Process of benzyl 2,3-di-O-benzyl-6-acetyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyi)-β-D-mannopyranoside

There total 5 articles about benzyl 2,3-di-O-benzyl-6-acetyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyi)-β-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: 65.0%

: 1537896-64-2
benzyl 2,3-di-O-benzyl-6-O-acetyl-β-D-mannopyranoside

: S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thia-α-D-mannopyranoside sulfoxide

: 1537896-65-3
benzyl 2,3-di-O-benzyl-6-acetyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyi)-β-D-mannopyranoside

Guidance literature:: S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thia-α-D-mannopyranoside sulfoxide; With 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at -78 ℃; for 0.5h; Molecular sieve;

benzyl 2,3-di-O-benzyl-6-O-acetyl-β-D-mannopyranoside; With trifluoroacetic anhydride; In dichloromethane; at -78 - 20 ℃; for 1h; Molecular sieve;
DOI:10.1038/aps.2013.104

Reference yield:

: 100-51-6,185532-71-2
benzyl alcohol

: 1537896-65-3
benzyl 2,3-di-O-benzyl-6-acetyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyi)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.5 h / -78 °C / Molecular sieve

1.2: 1 h / -78 - 20 °C / Molecular sieve

2.1: trifluoroacetic acid / water; dichloromethane / 1 h / 20 °C

3.1: triethylamine / dichloromethane / 4 h / 20 °C

4.1: 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.5 h / -78 °C / Molecular sieve

4.2: 1 h / -78 - 20 °C / Molecular sieve

With triethylamine; trifluoroacetic acid; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; water;
DOI:10.1038/aps.2013.104

Reference yield:

: S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thia-α-D-mannopyranoside sulfoxide

: 1537896-65-3
benzyl 2,3-di-O-benzyl-6-acetyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyi)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.5 h / -78 °C / Molecular sieve

1.2: 1 h / -78 - 20 °C / Molecular sieve

2.1: trifluoroacetic acid / water; dichloromethane / 1 h / 20 °C

3.1: triethylamine / dichloromethane / 4 h / 20 °C

4.1: 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.5 h / -78 °C / Molecular sieve

4.2: 1 h / -78 - 20 °C / Molecular sieve

With triethylamine; trifluoroacetic acid; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; water;
DOI:10.1038/aps.2013.104