2-azidoethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

Base Information

Chemical Name:2-azidoethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside
CAS No.:862898-14-4
Molecular Formula:C₅₀H₅₉N₃O₂₆
Molecular Weight:1118.02
Hs Code.:

Synonyms:2-azidoethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

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Chemical Property of 2-azidoethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

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Technology Process of 2-azidoethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

There total 6 articles about 2-azidoethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-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: 93.0%

: 862898-12-2
2-bromoethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

: 862898-14-4
2-azidoethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2005.06.119

Reference yield:

: 282094-71-7
2-bromoethyl 2,4-di-O-benzoyl-α-D-mannopyranoside

: 862898-14-4
2-azidoethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 0.5 h

2: 87 percent / NaN₃; tetrabutylammonium triflate / dimethylformamide / 3 h / 20 °C

With sodium azide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutylammonium trifluoromethylsulfonate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b503843j

Reference yield:

: 16977-78-9,85193-55-1,86651-40-3,86651-32-3
2'-bromoethyl-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

: 862898-14-4
2-azidoethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / NaOMe / methanol / 2 h / 20 °C

2: 47 percent / (S)-10-camphorsulfonic acid / acetonitrile / 2 h / 20 °C

3: 76 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 0.5 h

4: 87 percent / NaN₃; tetrabutylammonium triflate / dimethylformamide / 3 h / 20 °C

With sodium azide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; tetrabutylammonium trifluoromethylsulfonate; [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/b503843j