1-PIPERIDINECARBOXYLIC ACID, 3-FLUORO-4-HYDROXY-, 1,1-DIMETHYLETHYL ESTER synthesis
- Product Name:1-PIPERIDINECARBOXYLIC ACID, 3-FLUORO-4-HYDROXY-, 1,1-DIMETHYLETHYL ESTER
- CAS Number:373604-28-5
- Molecular formula:C10H18FNO3
- Molecular Weight:219.25
211108-50-8
189 suppliers
$8.00/250mg
373604-28-5
87 suppliers
$55.00/250mg
Yield: 90%
Reaction Conditions:
with sodium tetrahydroborate in methanol at 0 - 20; for 4 h;
Steps:
213.1 1. Synthesis of tert-butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate
[0600j To the solution of tert-butyl 3-fluoro-4-oxopiperidine-1-carboxylate (2.0 g, 9.2 mmol, 1.0 equiv) in MeOH (15 mL), NaBH4(525 mg, 13.8 mmol, 1.5 equiv) was slowly added at 0 °C. The reaction mixture was stirred at rt for 4 h. After diluting with water (80 mL), the mixture was extracted with ethyl acetate (100 mL x 2). The combined organic layers were washed with brine, dried, concentrated and purified by silica gel column chromatography (petroleum ether: EtOAc = 5:1) to give tert-butyl 3 -fluoro-4-hydroxypiperidine- 1 -carboxylate (1.8 g, yield: 90%) as a yellow solid. ESI-MS (M+H-56): 164.1.
References:
BIOGEN IDEC MA INC.;SUNESIS PHARMACEUTICALS, INC.;HOPKINS, Brian, T.;MA, Bin;CHAN, Timothy, Raymond;SUN, Lihong;ZHANG, Lei;KUMARAVEL, Gnanasambandam;LYSSIKATOS, Joseph, P.;KOCH, Kevin;MIAO, Hua WO2015/89337, 2015, A1 Location in patent:Paragraph 0600
![tert-Butyl 4-[(Trimethylsilanyl)oxy]-3,6-dihydro-2H-pyridine-1-carboxylate](/CAS/GIF/211108-48-4.gif)
211108-48-4
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$200.00/1g
373604-28-5
87 suppliers
$55.00/250mg
79099-07-3
543 suppliers
$5.00/5g
373604-28-5
87 suppliers
$55.00/250mg