Technology Process of 4-O-(2-acetamido-4,6-di-O-allyl-3-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2,3;5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal
There total 10 articles about 4-O-(2-acetamido-4,6-di-O-allyl-3-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2,3;5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 80 percent / imidazole / dimethylformamide / 5 h / 0 deg C --> room temperature
2: 68 percent / pyridinium chlorochromate, potassium acetate / benzene / 2 h / Heating
3: 97 percent / hydroxylamine hydrochloride, sodium acetate / methanol; H2O; acetic acid / 4 h
4: lithium aluminium hydride / tetrahydrofuran
5: 86 percent / methanol / 2 h
6: 1.) sodium hydride, 2.) tetrabutylammonium bromide / 1.) tetrahydrofuran, 0 deg C, 10 min, 2.) 12 h
7: 73 percent / pyridinium p-toluenesulfonate / methanol / 8 h
8: 1.) sodium hydride / 1.) tetrahydrofuran, 10 min, 2.) 18 h, 60 deg C
With
1H-imidazole; lithium aluminium tetrahydride; hydroxylamine hydrochloride; tetrabutylammomium bromide; potassium acetate; sodium acetate; pyridinium p-toluenesulfonate; sodium hydride; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; water; acetic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(90)80149-W
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 68 percent / pyridinium chlorochromate, potassium acetate / benzene / 2 h / Heating
2: 97 percent / hydroxylamine hydrochloride, sodium acetate / methanol; H2O; acetic acid / 4 h
3: lithium aluminium hydride / tetrahydrofuran
4: 86 percent / methanol / 2 h
5: 1.) sodium hydride, 2.) tetrabutylammonium bromide / 1.) tetrahydrofuran, 0 deg C, 10 min, 2.) 12 h
6: 73 percent / pyridinium p-toluenesulfonate / methanol / 8 h
7: 1.) sodium hydride / 1.) tetrahydrofuran, 10 min, 2.) 18 h, 60 deg C
With
lithium aluminium tetrahydride; hydroxylamine hydrochloride; tetrabutylammomium bromide; potassium acetate; sodium acetate; pyridinium p-toluenesulfonate; sodium hydride; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; water; acetic acid; benzene;
DOI:10.1016/0008-6215(90)80149-W
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 97 percent / hydroxylamine hydrochloride, sodium acetate / methanol; H2O; acetic acid / 4 h
2: lithium aluminium hydride / tetrahydrofuran
3: 86 percent / methanol / 2 h
4: 1.) sodium hydride, 2.) tetrabutylammonium bromide / 1.) tetrahydrofuran, 0 deg C, 10 min, 2.) 12 h
5: 73 percent / pyridinium p-toluenesulfonate / methanol / 8 h
6: 1.) sodium hydride / 1.) tetrahydrofuran, 10 min, 2.) 18 h, 60 deg C
With
lithium aluminium tetrahydride; hydroxylamine hydrochloride; tetrabutylammomium bromide; sodium acetate; pyridinium p-toluenesulfonate; sodium hydride;
In
tetrahydrofuran; methanol; water; acetic acid;
DOI:10.1016/0008-6215(90)80149-W