Technology Process of (3aS,4R,7S,7aR)-5,6-Bis-benzyloxymethyl-7-methoxymethoxy-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-ol
There total 12 articles about (3aS,4R,7S,7aR)-5,6-Bis-benzyloxymethyl-7-methoxymethoxy-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
for 0.5h;
Yield given;
DOI:10.1271/bbb.62.396
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 76 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 1.) room temperature, 30 min, 2.) 40 deg C, 4 h
2: TPP, O2 / CCl4 / 0.25 h / Irradiation
3: thiourea / methanol / 0.5 h
4: 96 percent / DMAP / pyridine
5: 45 percent / porcine pancreatic lipase, phosphate buffer, pH 7.1 / dimethylformamide / 16 h / 30 °C
6: imidazole / dimethylformamide / Ambient temperature; overnight
7: K2CO3 / methanol
8: i-Pr2EtN / CH2Cl2 / Ambient temperature; overnight
9: tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h
With
1H-imidazole; dmap; phosphate buffer; porcine pancreatic lipase; tetrabutyl ammonium fluoride; oxygen; thiamine diphosphate; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; thiourea;
In
tetrahydrofuran; pyridine; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1271/bbb.62.396
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 76 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 1.) room temperature, 30 min, 2.) 40 deg C, 4 h
2: TPP, O2 / CCl4 / 0.25 h / Irradiation
3: thiourea / methanol / 0.5 h
4: 96 percent / DMAP / pyridine
5: 45 percent / porcine pancreatic lipase, phosphate buffer, pH 7.1 / dimethylformamide / 16 h / 30 °C
6: imidazole / dimethylformamide / Ambient temperature; overnight
7: K2CO3 / methanol
8: i-Pr2EtN / CH2Cl2 / Ambient temperature; overnight
9: tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h
With
1H-imidazole; dmap; phosphate buffer; porcine pancreatic lipase; tetrabutyl ammonium fluoride; oxygen; thiamine diphosphate; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; thiourea;
In
tetrahydrofuran; pyridine; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1271/bbb.62.396
![((3aR,4R,7S,7aR)-5,6-Bis-benzyloxymethyl-7-methoxymethoxy-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yloxy)-tert-butyl-dimethyl-silane](/Databaselist/images/loading.webp)
