Technology Process of (3aR,5R,6S,6aR)-6-(2-Allyloxy-benzyloxy)-2,2-dimethyl-5-(2-nitro-ethyl)-tetrahydro-furo[2,3-d][1,3]dioxole
There total 5 articles about (3aR,5R,6S,6aR)-6-(2-Allyloxy-benzyloxy)-2,2-dimethyl-5-(2-nitro-ethyl)-tetrahydro-furo[2,3-d][1,3]dioxole which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
nitromethane; (3aR,5S,6S,6aR)-6-(2-Allyloxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde;
With
potassium fluoride;
In
isopropyl alcohol;
at 25 ℃;
for 24h;
acetic anhydride;
With
dmap;
In
diethyl ether; dichloromethane;
at 25 ℃;
for 12h;
With
sodium tetrahydroborate;
In
tetrahydrofuran; ethanol;
at 0 ℃;
for 4h;
DOI:10.1016/S0040-4020(00)00844-9
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 78 percent / Bu4NBr / CH2Cl2; aq. NaOH / 4 h / 25 °C
2.1: 83 percent / aq. AcOH / 14 h / 20 °C
3.1: NaIO4 / methanol; H2O / 1.5 h / 0 - 25 °C
4.1: KF / propan-2-ol / 24 h / 25 °C
4.2: DMAP / diethyl ether; CH2Cl2 / 12 h / 25 °C
4.3: 77 percent / NaBH4 / ethanol; tetrahydrofuran / 4 h / 0 °C
With
potassium fluoride; sodium periodate; tetrabutylammomium bromide; acetic acid;
In
methanol; sodium hydroxide; dichloromethane; water; isopropyl alcohol;
1.1: Alkylation / 2.1: Hydrolysis / 3.1: Oxidative cleavage / 4.1: Condensation / 4.2: Acetylation / 4.3: Reduction;
DOI:10.1016/S0040-4020(00)00844-9
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 78 percent / Bu4NBr / CH2Cl2; aq. NaOH / 4 h / 25 °C
2.1: 83 percent / aq. AcOH / 14 h / 20 °C
3.1: NaIO4 / methanol; H2O / 1.5 h / 0 - 25 °C
4.1: KF / propan-2-ol / 24 h / 25 °C
4.2: DMAP / diethyl ether; CH2Cl2 / 12 h / 25 °C
4.3: 77 percent / NaBH4 / ethanol; tetrahydrofuran / 4 h / 0 °C
With
potassium fluoride; sodium periodate; tetrabutylammomium bromide; acetic acid;
In
methanol; sodium hydroxide; dichloromethane; water; isopropyl alcohol;
1.1: Alkylation / 2.1: Hydrolysis / 3.1: Oxidative cleavage / 4.1: Condensation / 4.2: Acetylation / 4.3: Reduction;
DOI:10.1016/S0040-4020(00)00844-9