2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1→2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Base Information

Chemical Name:2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1→2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside
CAS No.:1583320-58-4
Molecular Formula:C₄₂H₄₅N₃O₁₁
Molecular Weight:767.833
Hs Code.:

Synonyms:2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1→2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Chemical Property of 2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1→2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Technology Process of 2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1→2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

There total 2 articles about 2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1→2)-3-O-benzyl-4,6-O-benzylidene-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%

: 1583320-57-3
2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-2-O-p-methoxybenzyl-β-D-mannopyranosyl-(1→2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 1583320-58-4
2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1→2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃;
DOI:10.1021/bc400486w

Reference yield:

: 1238337-18-2
2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 159353-70-5
phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside

: 1583320-58-4
2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1→2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-benzenesulfinyl piperidine; 2,4,6-tri-tert-butylpyrimidine; trifluoromethylsulfonic anhydride / dichloromethane / 0.5 h / -60 - 20 °C / Molecular sieve; Inert atmosphere

1.2: 4 h / -78 °C / Molecular sieve; Inert atmosphere

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / water; dichloromethane / 20 °C

With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; water;
DOI:10.1021/bc400486w

Reference yield: 48.0%

: 1583320-58-4
2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1→2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 159353-70-5
phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside

: 2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-2-O-p-methoxybenzyl-β-D-mannopyranosyl-(1→2)-3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1→2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside; With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at -60 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1→2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside; In dichloromethane; at -78 ℃; for 4h; Molecular sieve; Inert atmosphere;
DOI:10.1021/bc400486w