2,3-Diazido-4,6-O-(R-benzylidene)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol

Base Information

Chemical Name:2,3-Diazido-4,6-O-(R-benzylidene)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol
CAS No.:150271-38-8
Molecular Formula:C₁₃H₁₅N₇O₂
Molecular Weight:301.308
Hs Code.:

Synonyms:2,3-Diazido-4,6-O-(R-benzylidene)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol

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Chemical Property of 2,3-Diazido-4,6-O-(R-benzylidene)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol

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Technology Process of 2,3-Diazido-4,6-O-(R-benzylidene)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol

There total 10 articles about 2,3-Diazido-4,6-O-(R-benzylidene)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol 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:

: 150338-29-7
2-Azido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,2,5-trideoxy-1,5-imino-3-O-methanesulfonyl-D-allitol

: 150271-38-8
2,3-Diazido-4,6-O-(R-benzylidene)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol

: 2,3-Diazido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 100 - 110 ℃; for 72h; Title compound not separated from byproducts;

Reference yield:

: 138381-86-9
4,6-O-(R-Benzylidene)-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-2-O-(p-toluenesulfonyl)-D-glucitol

: 150271-38-8
2,3-Diazido-4,6-O-(R-benzylidene)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / NaH / tetrahydrofuran / 18 h / 25 °C

2: 44 percent / NaN₃, NH₄Cl / 2-methoxy-ethanol / 36 h / Heating

3: 95 percent / pyridine / 20 h / 22 °C

4: 52 percent / 18-crown-6 / toluene / 72 h / Heating

5: 57 percent / methanol / 18 h / Heating

6: 92 percent / pyridine / 60 h / 22 °C

7: 1.) NaN₃, 2.) aq. NaOH / 1.) DMF, 100-110 deg C, 72 h, 2.) EtOH, reflux, 20 h

With pyridine; sodium hydroxide; sodium azide; 18-crown-6 ether; sodium hydride; ammonium chloride; In tetrahydrofuran; methanol; 2-methoxy-ethanol; toluene;

Reference yield:

: 150338-26-4
2,3-Anhydro-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-mannitol

: 150271-38-8
2,3-Diazido-4,6-O-(R-benzylidene)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol

Guidance literature:: Multi-step reaction with 6 steps

1: 44 percent / NaN₃, NH₄Cl / 2-methoxy-ethanol / 36 h / Heating

2: 95 percent / pyridine / 20 h / 22 °C

3: 52 percent / 18-crown-6 / toluene / 72 h / Heating

4: 57 percent / methanol / 18 h / Heating

5: 92 percent / pyridine / 60 h / 22 °C

6: 1.) NaN₃, 2.) aq. NaOH / 1.) DMF, 100-110 deg C, 72 h, 2.) EtOH, reflux, 20 h

With pyridine; sodium hydroxide; sodium azide; 18-crown-6 ether; ammonium chloride; In methanol; 2-methoxy-ethanol; toluene;