Technology Process of (1S,5R)-1-(tosyloxymethyl)-7-methyl-2,6,8-trioxaspiro[4.5]decane
There total 8 articles about (1S,5R)-1-(tosyloxymethyl)-7-methyl-2,6,8-trioxaspiro[4.5]decane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
dmap; triethylamine;
In
dichloromethane;
at 0 ℃;
for 0.666667h;
DOI:10.1021/jo0341620
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 87 percent / hydrogen / Pd/C / methanol / 20 °C
2: 90 percent / sodium acetate; pyridinium chlorochromate; molecular sieves 4 Angstroem / CH2Cl2 / 2 h / 20 °C
3: 94 percent / tetrahydrofuran / 2 h / -78 °C
4: tetrahydrofuran; diethyl ether / 3 h / 0 - 20 °C
5: 3.15 g / aqueous NaOH; H2O2 / tetrahydrofuran; diethyl ether; H2O / 2 h / 0 °C
6: 79 percent / p-TsOH / CH2Cl2 / 24 h / 20 °C
7: 92 percent / n-Bu4NF / tetrahydrofuran / 12 h / 20 °C
8: 96 percent / triethylamine; DMAP / CH2Cl2 / 0.67 h / 0 °C
With
dmap; sodium hydroxide; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; sodium acetate; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1021/jo0341620
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 94 percent / tetrahydrofuran / 2 h / -78 °C
2: tetrahydrofuran; diethyl ether / 3 h / 0 - 20 °C
3: 3.15 g / aqueous NaOH; H2O2 / tetrahydrofuran; diethyl ether; H2O / 2 h / 0 °C
4: 79 percent / p-TsOH / CH2Cl2 / 24 h / 20 °C
5: 92 percent / n-Bu4NF / tetrahydrofuran / 12 h / 20 °C
6: 96 percent / triethylamine; DMAP / CH2Cl2 / 0.67 h / 0 °C
With
dmap; sodium hydroxide; tetrabutyl ammonium fluoride; dihydrogen peroxide; toluene-4-sulfonic acid; triethylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1021/jo0341620