2-Azido-4,6-O-(R-benzylidene)-1,2,5-trideoxy-1,5-imino-N-methoxycarbonyl-D-allitol

Base Information

Chemical Name:2-Azido-4,6-O-(R-benzylidene)-1,2,5-trideoxy-1,5-imino-N-methoxycarbonyl-D-allitol
CAS No.:150271-34-4
Molecular Formula:C₁₅H₁₈N₄O₅
Molecular Weight:334.332
Hs Code.:

Synonyms:2-Azido-4,6-O-(R-benzylidene)-1,2,5-trideoxy-1,5-imino-N-methoxycarbonyl-D-allitol

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Chemical Property of 2-Azido-4,6-O-(R-benzylidene)-1,2,5-trideoxy-1,5-imino-N-methoxycarbonyl-D-allitol

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Technology Process of 2-Azido-4,6-O-(R-benzylidene)-1,2,5-trideoxy-1,5-imino-N-methoxycarbonyl-D-allitol

There total 9 articles about 2-Azido-4,6-O-(R-benzylidene)-1,2,5-trideoxy-1,5-imino-N-methoxycarbonyl-D-allitol 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: 57.0%

: 124-41-4
sodium methylate

: 150271-33-3
3-O-Acetyl-2-azido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,2,5-trideoxy-1,5-imino-D-allitol

: 150271-34-4
2-Azido-4,6-O-(R-benzylidene)-1,2,5-trideoxy-1,5-imino-N-methoxycarbonyl-D-allitol

: 150338-28-6
2-Azido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,2,5-trideoxy-1,5-imino-D-allitol

Guidance literature:: In methanol; for 18h; Heating;

Reference yield: 35.0%

: 150271-33-3
3-O-Acetyl-2-azido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,2,5-trideoxy-1,5-imino-D-allitol

: 150271-34-4
2-Azido-4,6-O-(R-benzylidene)-1,2,5-trideoxy-1,5-imino-N-methoxycarbonyl-D-allitol

: 150338-28-6
2-Azido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,2,5-trideoxy-1,5-imino-D-allitol

Guidance literature:: With sodium methylate; In methanol; for 18h; Heating;

Reference yield:

: 19130-96-2
1,5-dideoxy-1,5-imino-D-glucitol

: 150271-34-4
2-Azido-4,6-O-(R-benzylidene)-1,2,5-trideoxy-1,5-imino-N-methoxycarbonyl-D-allitol

Guidance literature:: Multi-step reaction with 8 steps

1: 54 percent / aq. NaHCO₃ / 18 h / Ambient temperature

2: 54 percent / p-toluenesulfonic acid / dimethylformamide / 4 h / 60 - 65 °C

3: 1.) di-n-butyltin oxide, 2.) triethylamine / 1.) MeOH, reflux, 2 h, 2.) CH₂Cl₂, 0 deg C, 30 min; 20 deg C, 3 h

4: 75 percent / NaH / tetrahydrofuran / 18 h / 25 °C

5: 44 percent / NaN₃, NH₄Cl / 2-methoxy-ethanol / 36 h / Heating

6: 95 percent / pyridine / 20 h / 22 °C

7: 52 percent / 18-crown-6 / toluene / 72 h / Heating

8: 35 percent / methanol / 18 h / Heating

With pyridine; sodium azide; 18-crown-6 ether; sodium hydride; di(n-butyl)tin oxide; sodium hydrogencarbonate; ammonium chloride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; 2-methoxy-ethanol; N,N-dimethyl-formamide; toluene;