Technology Process of (6S,6aR,9R,9aS)-9-Benzyloxymethyl-3,3,6-trimethyl-6a,7,9,9a-tetrahydro-6H-furo[3',4':4,5]pyrano[2,3-d][1,3]dioxin-1-one
There total 7 articles about (6S,6aR,9R,9aS)-9-Benzyloxymethyl-3,3,6-trimethyl-6a,7,9,9a-tetrahydro-6H-furo[3',4':4,5]pyrano[2,3-d][1,3]dioxin-1-one which
guide to synthetic route it.
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synthetic route:
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115275-31-5
(6S,6aR,9R,9aS)-9-Benzyloxymethyl-3,3,6-trimethyl-6a,7,9,9a-tetrahydro-6H-furo[3',4':4,5]pyrano[2,3-d][1,3]dioxin-1-one
- Guidance literature:
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Multi-step reaction with 7 steps
1: 83 percent / benzyltriethylammonium chloride, 70percent aq. NaOH / benzene / 14 h / Ambient temperature
2: 94 percent / BF3*Et2O / 1.) 0 deg C, 0.5 h, 2.) room temp., 2 h
3: 1.) NaH / 1.) THF, 0 deg C, 10 min, 2.) reflux, 30 h
4: 100 percent / 1.5 N H2SO4 / ethanol / 3 h / 70 °C
5: 96 percent / H2 / Pd-CaCO3 / ethanol / 1.) room temp., 3 h, 2.) 50 deg C, 1 h
6: aq. NaIO4 / methanol / 0.5 h / 0 °C
7: ethylenediammonium diacetate / propan-2-ol / 3.5 h / Ambient temperature
With
sodium hydroxide; sodium periodate; sulfuric acid; boron trifluoride diethyl etherate; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; sodium hydride; ethylenediamine diacetic acid;
Lindlar's catalyst;
In
methanol; ethanol; isopropyl alcohol; benzene;
DOI:10.3987/COM-89-S70
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115275-31-5
(6S,6aR,9R,9aS)-9-Benzyloxymethyl-3,3,6-trimethyl-6a,7,9,9a-tetrahydro-6H-furo[3',4':4,5]pyrano[2,3-d][1,3]dioxin-1-one
- Guidance literature:
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Multi-step reaction with 6 steps
1: 94 percent / BF3*Et2O / 1.) 0 deg C, 0.5 h, 2.) room temp., 2 h
2: 1.) NaH / 1.) THF, 0 deg C, 10 min, 2.) reflux, 30 h
3: 100 percent / 1.5 N H2SO4 / ethanol / 3 h / 70 °C
4: 96 percent / H2 / Pd-CaCO3 / ethanol / 1.) room temp., 3 h, 2.) 50 deg C, 1 h
5: aq. NaIO4 / methanol / 0.5 h / 0 °C
6: ethylenediammonium diacetate / propan-2-ol / 3.5 h / Ambient temperature
With
sodium periodate; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; sodium hydride; ethylenediamine diacetic acid;
Lindlar's catalyst;
In
methanol; ethanol; isopropyl alcohol;
DOI:10.3987/COM-89-S70
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-
115275-31-5
(6S,6aR,9R,9aS)-9-Benzyloxymethyl-3,3,6-trimethyl-6a,7,9,9a-tetrahydro-6H-furo[3',4':4,5]pyrano[2,3-d][1,3]dioxin-1-one
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 96 percent / H2 / Pd-CaCO3 / ethanol / 1.) room temp., 3 h, 2.) 50 deg C, 1 h
2: aq. NaIO4 / methanol / 0.5 h / 0 °C
3: ethylenediammonium diacetate / propan-2-ol / 3.5 h / Ambient temperature
With
sodium periodate; hydrogen; ethylenediamine diacetic acid;
Lindlar's catalyst;
In
methanol; ethanol; isopropyl alcohol;
DOI:10.3987/COM-89-S70