Technology Process of (4R,7R,10R,E)-4,7-dihydroxy-10-methyl-3,4,7,8,9,10-hexahydro-2H-oxecin-2-one
There total 15 articles about (4R,7R,10R,E)-4,7-dihydroxy-10-methyl-3,4,7,8,9,10-hexahydro-2H-oxecin-2-one 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:
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1392409-30-1,140460-53-3
(4R,7R,10R,E)-4,7-dihydroxy-10-methyl-3,4,7,8,9,10-hexahydro-2H-oxecin-2-one
- Guidance literature:
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With
tetrabutylammonium triphenyldifluorosilicate;
In
tetrahydrofuran;
for 5h;
DOI:10.1021/ol3018566
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1392409-30-1,140460-53-3
(4R,7R,10R,E)-4,7-dihydroxy-10-methyl-3,4,7,8,9,10-hexahydro-2H-oxecin-2-one
- Guidance literature:
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Multi-step reaction with 8 steps
1: pyridine; dmap / 17 h / 80 °C
2: Amano lipase PS from Pseudomonas cepacia / hexane; toluene / 43 h / 20 °C / Molecular sieve; Enzymatic reaction
3: potassium carbonate / methanol / 5 h / 20 °C
4: dmap / tetrahydrofuran / 22 h / 20 °C
5: diethylaluminium chloride / hexane; dichloromethane / 0.17 h / 0 °C
6: Dess-Martin periodane / dichloromethane / 5 h / 20 °C
7: chromium dichloride; nickel dichloride / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere
8: tetrabutylammonium triphenyldifluorosilicate / tetrahydrofuran / 5 h
With
pyridine; chromium dichloride; dmap; Amano lipase PS from Pseudomonas cepacia; diethylaluminium chloride; potassium carbonate; Dess-Martin periodane; tetrabutylammonium triphenyldifluorosilicate; nickel dichloride;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
7: Nozaki-Hiyama-Kishi reaction;
DOI:10.1021/ol3018566
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1392409-30-1,140460-53-3
(4R,7R,10R,E)-4,7-dihydroxy-10-methyl-3,4,7,8,9,10-hexahydro-2H-oxecin-2-one
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 2,6-dimethylpyridine / dichloromethane / -40 - -20 °C
2.1: Schwartz's reagent / dichloromethane / 1 h
2.2: 7 h / 0 °C
3.1: potassium carbonate / tetrahydrofuran; methanol; water / 24 h
4.1: triethylamine / tetrahydrofuran / 23 h
5.1: dmap / tetrahydrofuran / 22 h / 20 °C
6.1: diethylaluminium chloride / hexane; dichloromethane / 0.17 h / 0 °C
7.1: Dess-Martin periodane / dichloromethane / 5 h / 20 °C
8.1: chromium dichloride; nickel dichloride / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere
9.1: tetrabutylammonium triphenyldifluorosilicate / tetrahydrofuran / 5 h
With
2,6-dimethylpyridine; chromium dichloride; dmap; Schwartz's reagent; diethylaluminium chloride; potassium carbonate; Dess-Martin periodane; triethylamine; tetrabutylammonium triphenyldifluorosilicate; nickel dichloride;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide;
4.1: Yamaguchi esterification / 8.1: Nozaki-Hiyama-Kishi reaction;
DOI:10.1021/ol3018566
