4,6-O-(R-Benzylidene)-N-butyl-2-butyramido-1,2,5-trideoxy-1,5-imino-D-glucitol

Base Information

Chemical Name:4,6-O-(R-Benzylidene)-N-butyl-2-butyramido-1,2,5-trideoxy-1,5-imino-D-glucitol
CAS No.:150271-27-5
Molecular Formula:C₂₁H₃₂N₂O₄
Molecular Weight:376.496
Hs Code.:

Synonyms:4,6-O-(R-Benzylidene)-N-butyl-2-butyramido-1,2,5-trideoxy-1,5-imino-D-glucitol

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Chemical Property of 4,6-O-(R-Benzylidene)-N-butyl-2-butyramido-1,2,5-trideoxy-1,5-imino-D-glucitol

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Technology Process of 4,6-O-(R-Benzylidene)-N-butyl-2-butyramido-1,2,5-trideoxy-1,5-imino-D-glucitol

There total 10 articles about 4,6-O-(R-Benzylidene)-N-butyl-2-butyramido-1,2,5-trideoxy-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: 90.0%

: 150271-26-4
4,6-O-(R-Benzylidene)-N-butyl-2-butyramido-3-O-butanoyl-1,2,5-trideoxy-1,5-imino-D-glucitol

: 150271-27-5
4,6-O-(R-Benzylidene)-N-butyl-2-butyramido-1,2,5-trideoxy-1,5-imino-D-glucitol

Guidance literature:: With potassium carbonate; In methanol; for 4h; Ambient temperature;

Reference yield:

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

: 150271-27-5
4,6-O-(R-Benzylidene)-N-butyl-2-butyramido-1,2,5-trideoxy-1,5-imino-D-glucitol

Guidance literature:: Multi-step reaction with 10 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: 85 percent / H₂ / 4percent Pd/C / tetrahydrofuran / 5 h / 103.4 Torr

6: 9 percent / NaN₃, NH₄Cl / 2-methoxy-ethanol; H₂O / 24 h / 110 °C

7: 88 percent / 4 Angstroem molecular sieves, acetic acid, sodium cyanoborohydride / methanol / 18 h / 22 °C

8: 93 percent / H₂ / 10percent Pd/C / methanol / 3.5 h / 258.6 Torr

9: pyridine / 18 h / Ambient temperature

10: 90 percent / aq. K₂CO₃ / methanol / 4 h / Ambient temperature

With pyridine; sodium azide; 4 A molecular sieve; hydrogen; sodium hydride; di(n-butyl)tin oxide; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; ammonium chloride; toluene-4-sulfonic acid; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; 2-methoxy-ethanol; water; N,N-dimethyl-formamide;

Reference yield:

: 138381-83-6
4,6-O-(R-Benzylidene)-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-glucitol

: 150271-27-5
4,6-O-(R-Benzylidene)-N-butyl-2-butyramido-1,2,5-trideoxy-1,5-imino-D-glucitol

Guidance literature:: Multi-step reaction with 8 steps

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

2: 75 percent / NaH / tetrahydrofuran / 18 h / 25 °C

3: 85 percent / H₂ / 4percent Pd/C / tetrahydrofuran / 5 h / 103.4 Torr

4: 9 percent / NaN₃, NH₄Cl / 2-methoxy-ethanol; H₂O / 24 h / 110 °C

5: 88 percent / 4 Angstroem molecular sieves, acetic acid, sodium cyanoborohydride / methanol / 18 h / 22 °C

6: 93 percent / H₂ / 10percent Pd/C / methanol / 3.5 h / 258.6 Torr

7: pyridine / 18 h / Ambient temperature

8: 90 percent / aq. K₂CO₃ / methanol / 4 h / Ambient temperature

With pyridine; sodium azide; 4 A molecular sieve; hydrogen; sodium hydride; di(n-butyl)tin oxide; sodium cyanoborohydride; potassium carbonate; ammonium chloride; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; 2-methoxy-ethanol; water;