Technology Process of (3R,4R,5S)-4,5-bis(tert-butoxycarbonylamino)-1-cyano-3-(1-ethylpropoxy)cyclohexene
There total 15 articles about (3R,4R,5S)-4,5-bis(tert-butoxycarbonylamino)-1-cyano-3-(1-ethylpropoxy)cyclohexene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 87 percent / PPh3; DEAD / tetrahydrofuran / 1 h / 4 °C
2: 52 percent / BF3*Et2O / 1 h / 4 °C
With
boron trifluoride diethyl etherate; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran;
DOI:10.1021/ja061696k
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: Oxone / water; methanol; tetrahydrofuran / 4 h / 30 °C
2.1: potassium hydroxide / tetrachloromethane; tert-butyl alcohol / 0.5 h / 27 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 25 °C
3.2: 1 h / 80 °C
4.1: dmap / 3 h / 30 °C
5.1: ammonia; sodium / tetrahydrofuran / 2 h / -78 °C
6.1: sodium dihydrogenphosphate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 6.5 h / 0 - 20 °C
7.1: diphenyl diselenide; sodium tetrahydroborate / methanol / 2 h / 20 °C
7.2: 1 h
8.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0 - 20 °C
9.1: bis(1,5-cyclooctadiene)nickel (0) / tetrahydrofuran
9.2: 0.67 h / 4 °C
9.3: 65.33 h / 4 - 60 °C
10.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 0.5 h / 4 °C
11.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 1 h / 4 °C
12.1: boron trifluoride diethyl etherate / 1 h / 4 °C
With
dmap; Oxone; bis(1,5-cyclooctadiene)nickel (0); sodium tetrahydroborate; sodium dihydrogenphosphate; lithium aluminium tetrahydride; diphenyl diselenide; boron trifluoride diethyl etherate; ammonia; sodium; sodium hydrogencarbonate; Dess-Martin periodane; lithium tri-t-butoxyaluminum hydride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; potassium hydroxide; diethylazodicarboxylate;
In
tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; toluene; tert-butyl alcohol;