Technology Process of (1R,2S,3R,5R)-3-O-benzyloxy-2-O-p-methoxybenzyloxy-8-azabicyclo[3.2.1]octane-1-ol
There total 9 articles about (1R,2S,3R,5R)-3-O-benzyloxy-2-O-p-methoxybenzyloxy-8-azabicyclo[3.2.1]octane-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: pyridine; dmap / 16 h / 20 °C
2.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 0.38 h / 80 °C / Microwave irradiation
3.1: borane-THF / tetrahydrofuran / 2 h / 0 °C
3.2: 2 h / 0 - 20 °C
4.1: 2,4,6-trimethyl-pyridine / dichloromethane / 1.5 h / 20 °C
5.1: methanol; sodium methylate / Inert atmosphere
6.1: di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran / 0 - 20 °C
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h
8.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C
9.1: triphenylphosphine / tetrahydrofuran; water / 2 h / 40 °C
With
pyridine; 2,4,6-trimethyl-pyridine; methanol; dmap; Hoveyda-Grubbs catalyst second generation; borane-THF; di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; sodium methylate; Dess-Martin periodane; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; water;
5.1: Zemplen deacylation / 6.1: Mitsunobu type reaction / 9.1: Staudinger reaction;
DOI:10.1016/j.carres.2011.10.025
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: borane-THF / tetrahydrofuran / 2 h / 0 °C
1.2: 2 h / 0 - 20 °C
2.1: 2,4,6-trimethyl-pyridine / dichloromethane / 1.5 h / 20 °C
3.1: methanol; sodium methylate / Inert atmosphere
4.1: di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran / 0 - 20 °C
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h
6.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C
7.1: triphenylphosphine / tetrahydrofuran; water / 2 h / 40 °C
With
2,4,6-trimethyl-pyridine; methanol; borane-THF; di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; sodium methylate; Dess-Martin periodane; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; water;
3.1: Zemplen deacylation / 4.1: Mitsunobu type reaction / 7.1: Staudinger reaction;
DOI:10.1016/j.carres.2011.10.025