Technology Process of (2S,3S,4S,4aS,8aR)-3-Benzyloxy-2-methoxy-octahydro-pyrano[3,2-b]pyran-4-ol
There total 10 articles about (2S,3S,4S,4aS,8aR)-3-Benzyloxy-2-methoxy-octahydro-pyrano[3,2-b]pyran-4-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
ammonium cerium(IV) nitrate;
In
water; acetonitrile;
at 23 ℃;
for 0.666667h;
DOI:10.1021/ja961230+
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 71 percent / benzene / 2 h / 23 °C
2: 100 percent / H2 / Lindlar catalyst / ethyl acetate / 16 h / 23 °C
3: 96 percent / DIBAL / CH2Cl2 / 0.25 h / 0 °C
4: 99 percent / Et3N / CH2Cl2 / 0.25 h / 0 °C
5: 100 percent / H2 / Pd(OH)2/C / methanol / 12 h / 23 °C
6: 92 percent / NaH / dimethylformamide / 4 h / 23 °C
7: 88 percent / HBF4 / dimethylformamide / 12 h / 23 °C
8: DIBAL / CH2Cl2 / 1 h / 0 °C
9: 93 percent / NaH, n-Bu4NI / tetrahydrofuran; dimethylformamide / 2.5 h / 23 °C
10: 80 percent / CAN / acetonitrile; H2O / 0.67 h / 23 °C
With
tetrafluoroboric acid; ammonium cerium(IV) nitrate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; triethylamine;
palladium dihydroxide; Lindlar's catalyst;
In
tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/ja961230+
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 99 percent / Et3N / CH2Cl2 / 0.25 h / 0 °C
2: 100 percent / H2 / Pd(OH)2/C / methanol / 12 h / 23 °C
3: 92 percent / NaH / dimethylformamide / 4 h / 23 °C
4: 88 percent / HBF4 / dimethylformamide / 12 h / 23 °C
5: DIBAL / CH2Cl2 / 1 h / 0 °C
6: 93 percent / NaH, n-Bu4NI / tetrahydrofuran; dimethylformamide / 2.5 h / 23 °C
7: 80 percent / CAN / acetonitrile; H2O / 0.67 h / 23 °C
With
tetrafluoroboric acid; ammonium cerium(IV) nitrate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; triethylamine;
palladium dihydroxide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja961230+