Technology Process of (1R,5S)-(-)-5-(3-methoxyphenyl)-2-methyl-2-aza-bicyclo[3.3.1]nonane
There total 6 articles about (1R,5S)-(-)-5-(3-methoxyphenyl)-2-methyl-2-aza-bicyclo[3.3.1]nonane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: n-BuLi / tetrahydrofuran / 2 h / -60 °C
1.2: tetrahydrofuran / 2 h / 20 °C
2.1: 51.4 g / p-toluenesulfonic acid monohydrate / toluene / 6 h / Heating
3.1: sec-BuLi / cyclohexane; tetrahydrofuran / 1 h / -40 °C
3.2: cyclohexane; tetrahydrofuran / 2 h / 0 °C
4.1: aq. H3PO4; formic acid / 72 h / 20 °C
5.1: 35.2 g / NaBH4 / methanol / 2 h / 20 °C
6.1: (+)-di-O,O'-p-toluyl-D-tartaric acid / acetone / 0.33 h
6.2: NH4OH
7.1: 93 percent / hydrogen / Pd/C / methanol / 6 h / 20 °C / 3102.97 Torr
8.1: hydrogen / Pd/C
With
sodium tetrahydroborate; n-butyllithium; (2S,3S)-di-4-toluoyltartaric acid; hydrogen; sec.-butyllithium; toluene-4-sulfonic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; formic acid; cyclohexane; phosphoric acid; acetone; toluene;
DOI:10.1039/b618875c
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 35.2 g / NaBH4 / methanol / 2 h / 20 °C
2.1: (+)-di-O,O'-p-toluyl-D-tartaric acid / acetone / 0.33 h
2.2: NH4OH
3.1: 93 percent / hydrogen / Pd/C / methanol / 6 h / 20 °C / 3102.97 Torr
4.1: hydrogen / Pd/C
With
sodium tetrahydroborate; (2S,3S)-di-4-toluoyltartaric acid; hydrogen;
palladium on activated charcoal;
In
methanol; acetone;
DOI:10.1039/b618875c
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: (+)-di-O,O'-p-toluyl-D-tartaric acid / acetone / 0.33 h
1.2: NH4OH
2.1: 93 percent / hydrogen / Pd/C / methanol / 6 h / 20 °C / 3102.97 Torr
3.1: hydrogen / Pd/C
With
(2S,3S)-di-4-toluoyltartaric acid; hydrogen;
palladium on activated charcoal;
In
methanol; acetone;
DOI:10.1039/b618875c