Technology Process of (1R,2S,3S)-6-benzyloxy-2-tert-butoxycarbonylamino-3-hydroxy-1-(6-methoxyquinol-4-yl)-1-triethylsilyloxy-hexane
There total 12 articles about (1R,2S,3S)-6-benzyloxy-2-tert-butoxycarbonylamino-3-hydroxy-1-(6-methoxyquinol-4-yl)-1-triethylsilyloxy-hexane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
tetrahydrofuran; hexane;
at -78 - 0 ℃;
DOI:10.1021/ol061524s
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 99 percent / DMAP / CH2Cl2; tetrahydrofuran / 12 h / Heating
2.1: H2 / Pd/C / ethyl acetate / 12 h / 20 °C / atmospheric pressure
3.1: ZnCl2 / 24 h / 50 °C
4.1: Pb(OAc)4 / methanol; CH2Cl2 / 0.08 h / 0 °C
4.2: 1.28 g / H2 / Pd/C / ethyl acetate / 24 h / 20 °C / atmospheric pressure
5.1: 81 percent / DIBAL-H / toluene; hexane / -78 °C
6.1: Mg; I2 / diethyl ether / 1 h / 20 °C
6.2: 87 percent / tetrahydrofuran; diethyl ether / 0.25 h / -78 °C
7.1: 85 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
8.1: DIBAL-H / tetrahydrofuran; hexane / -78 - 0 °C
With
lead(IV) acetate; dmap; hydrogen; iodine; diisobutylaluminium hydride; Dess-Martin periodane; magnesium; zinc(II) chloride;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/ol061524s
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: H2 / Pd/C / ethyl acetate / 12 h / 20 °C / atmospheric pressure
2.1: ZnCl2 / 24 h / 50 °C
3.1: Pb(OAc)4 / methanol; CH2Cl2 / 0.08 h / 0 °C
3.2: 1.28 g / H2 / Pd/C / ethyl acetate / 24 h / 20 °C / atmospheric pressure
4.1: 81 percent / DIBAL-H / toluene; hexane / -78 °C
5.1: Mg; I2 / diethyl ether / 1 h / 20 °C
5.2: 87 percent / tetrahydrofuran; diethyl ether / 0.25 h / -78 °C
6.1: 85 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
7.1: DIBAL-H / tetrahydrofuran; hexane / -78 - 0 °C
With
lead(IV) acetate; hydrogen; iodine; diisobutylaluminium hydride; Dess-Martin periodane; magnesium; zinc(II) chloride;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/ol061524s
