2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranose trichloroacetimidate

Base Information

Chemical Name:2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranose trichloroacetimidate
CAS No.:496780-24-6
Molecular Formula:C₂₉H₂₇Cl₃N₄O₆
Molecular Weight:633.916
Hs Code.:

Synonyms:2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranose trichloroacetimidate

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Chemical Property of 2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranose trichloroacetimidate

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Technology Process of 2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranose trichloroacetimidate

There total 6 articles about 2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranose trichloroacetimidate 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: 98.0%

: 545-06-2
trichloroacetonitrile

: 2-azido-6-O-benzoyl-2,3-di-O-benzyl-2-deoxy-α/β-D-glucopyranose

: 496780-24-6
2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranose trichloroacetimidate

Guidance literature:: With potassium carbonate; In dichloromethane; for 2h;
DOI:10.1021/ja003508a

Reference yield:

: 2-azido-4,6-O-benzylidene-2-deoxy-α,β-D-glucopyranose

: 496780-24-6
2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranose trichloroacetimidate

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / Et₃N / CH₂Cl₂ / 36 h

2: 95 percent / Ag₂O / CH₂Cl₂ / 48 h

3: 92 percent / BH₃*THF; TMSOTf / 10 h

4: 94 percent / pyridine / CH₂Cl₂ / 20 °C

5: 90 percent / NH₃(g) / tetrahydrofuran; methanol / 7 h

6: 98 percent / K₂CO₃ / CH₂Cl₂ / 2 h

With pyridine; borane-THF; trimethylsilyl trifluoromethanesulfonate; ammonia; potassium carbonate; triethylamine; silver(l) oxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja003508a

Reference yield:

: 329038-46-2
2-azido-1-O-benzoyl-2-deoxy-4,6-O-benzylidene-β-D-glucopyranose

: 496780-24-6
2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranose trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / Ag₂O / CH₂Cl₂ / 48 h

2: 92 percent / BH₃*THF; TMSOTf / 10 h

3: 94 percent / pyridine / CH₂Cl₂ / 20 °C

4: 90 percent / NH₃(g) / tetrahydrofuran; methanol / 7 h

5: 98 percent / K₂CO₃ / CH₂Cl₂ / 2 h

With pyridine; borane-THF; trimethylsilyl trifluoromethanesulfonate; ammonia; potassium carbonate; silver(l) oxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja003508a