methyl 2-azido-3,4,5,7-tetra-O-benzoyl-2-deoxy-β-D-gluco-hept-2-ulopyranosonate

Base Information

Chemical Name:methyl 2-azido-3,4,5,7-tetra-O-benzoyl-2-deoxy-β-D-gluco-hept-2-ulopyranosonate
CAS No.:848034-82-2
Molecular Formula:C₃₆H₂₉N₃O₁₁
Molecular Weight:679.64
Hs Code.:

Synonyms:methyl 2-azido-3,4,5,7-tetra-O-benzoyl-2-deoxy-β-D-gluco-hept-2-ulopyranosonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 2-azido-3,4,5,7-tetra-O-benzoyl-2-deoxy-β-D-gluco-hept-2-ulopyranosonate

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Technology Process of methyl 2-azido-3,4,5,7-tetra-O-benzoyl-2-deoxy-β-D-gluco-hept-2-ulopyranosonate

There total 4 articles about methyl 2-azido-3,4,5,7-tetra-O-benzoyl-2-deoxy-β-D-gluco-hept-2-ulopyranosonate 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: 80.0%

: 848034-66-2
methyl 3,4,5,7-tetra-O-benzoyl-2-bromo-2-deoxy-α-D-gluco-hept-2-ulopyranosonate

: 848034-82-2
methyl 2-azido-3,4,5,7-tetra-O-benzoyl-2-deoxy-β-D-gluco-hept-2-ulopyranosonate

Guidance literature:: With sodium azide; In dimethyl sulfoxide; at 20 ℃;
DOI:10.1016/j.tetasy.2004.11.064

Reference yield:

: 848034-51-5
(2R,3R,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-2-carboxylic acid

: 848034-82-2
methyl 2-azido-3,4,5,7-tetra-O-benzoyl-2-deoxy-β-D-gluco-hept-2-ulopyranosonate

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / acetone; diethyl ether / 0.08 h / 20 °C

2: 80 percent / bromine; potassium carbonate / CHCl₃ / Heating

3: 80 percent / sodium azide / dimethylsulfoxide / 20 °C

With sodium azide; bromine; potassium carbonate; In diethyl ether; chloroform; dimethyl sulfoxide; acetone;
DOI:10.1016/j.tetasy.2004.11.064

Reference yield:

: 848034-52-6
methyl 2,6-anhydro-3,4,5,7-tetra-O-benzoyl-D-glycero-D-gulo-heptonate

: 848034-82-2
methyl 2-azido-3,4,5,7-tetra-O-benzoyl-2-deoxy-β-D-gluco-hept-2-ulopyranosonate

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / bromine; potassium carbonate / CHCl₃ / Heating

2: 80 percent / sodium azide / dimethylsulfoxide / 20 °C

With sodium azide; bromine; potassium carbonate; In chloroform; dimethyl sulfoxide;
DOI:10.1016/j.tetasy.2004.11.064