Technology Process of 2-Oxabicyclo[3.2.1]octane-6-acetic acid, 3-oxo-, phenylmethyl ester,
(1R,5R,6R)-
There total 6 articles about 2-Oxabicyclo[3.2.1]octane-6-acetic acid, 3-oxo-, phenylmethyl ester,
(1R,5R,6R)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
benzyl alcohol;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at 0 ℃;
for 0.166667h;
methyl (1R,5R,6R)-2-oxa-3-oxobicyclo[3.2.1]octane-6-acetate;
In
tetrahydrofuran; hexane;
at 0 ℃;
for 2h;
DOI:10.1002/hlca.200490202
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 89 percent / NaHCO3; 3-chloroperbenzoic acid / CH2Cl2 / 20 h / 20 °C
2.1: HCl; water / 48 h / Heating
2.2: 5.29 g / pyridinium chlorochromate / CH2Cl2 / 2 h
3.1: 91 percent / H2 / Pd/C / methanol / 15 h / 20 °C / 760 Torr
4.1: 92 percent / NaBH4 / methanol / 1 h / 0 °C
5.1: 64 percent / Pb3O4 / 1 h / 190 - 200 °C / 150.01 Torr
6.1: BuLi / tetrahydrofuran; hexane / 0.17 h / 0 °C
6.2: 27 percent / tetrahydrofuran; hexane / 2 h / 0 °C
With
hydrogenchloride; sodium tetrahydroborate; n-butyllithium; lead(II,IV) oxide; water; hydrogen; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; dichloromethane;
1.1: Baeyer-Villiger oxidation;
DOI:10.1002/hlca.200490202
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 91 percent / H2 / Pd/C / methanol / 15 h / 20 °C / 760 Torr
2.1: 92 percent / NaBH4 / methanol / 1 h / 0 °C
3.1: 64 percent / Pb3O4 / 1 h / 190 - 200 °C / 150.01 Torr
4.1: BuLi / tetrahydrofuran; hexane / 0.17 h / 0 °C
4.2: 27 percent / tetrahydrofuran; hexane / 2 h / 0 °C
With
sodium tetrahydroborate; n-butyllithium; lead(II,IV) oxide; hydrogen;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane;
DOI:10.1002/hlca.200490202