tert-butyl (2R,5R)-5-hydroxy-2-methylpiperidine-1-carboxylate synthesis

10synthesis methods

Product Name:tert-butyl (2R,5R)-5-hydroxy-2-methylpiperidine-1-carboxylate
CAS Number:1431473-05-0
Molecular formula:C11H21NO3
Molecular Weight:215.29

1121-78-4 Synthesis

1121-78-4
292 suppliers
$6.00/5g

tert-butyl (2R,5R)-5-hydroxy-2-methylpiperidine-1-carboxylate

1431473-05-0
21 suppliers
$293.00/100mg

Yield:-

Steps:

Multi-step reaction with 8 steps
1.1: hydrogen; hydrogenchloride; platinum(IV) oxide / methanol; water / 70 °C / 2585.81 Torr
2.1: triethylamine / dichloromethane / 0 - 20 °C
3.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.33 h / -78 °C
3.2: -78 - 20 °C
4.1: lithium borohydride / methanol; tetrahydrofuran / 0.5 h / -10 - -5 °C
5.1: methanol / Supercritical conditions
6.1: diethylazodicarboxylate; 4-(N,N-Dimethylamino)triphenylphosphine / tetrahydrofuran / -25 - 20 °C / Inert atmosphere
7.1: sodium hydroxide / methanol; water; tetrahydrofuran / 20 °C
8.1: hydrogen; palladium 10% on activated carbon / ethyl acetate

References:

Kuduk, Scott D.;Skudlarek, Jason W. US2013/102619, 2013, A1