TERT-BUTYL 3-(METHOXYMETHYL)AZETIDINE-1-CARBOXYLATE synthesis
- Product Name:TERT-BUTYL 3-(METHOXYMETHYL)AZETIDINE-1-CARBOXYLATE
- CAS Number:942308-05-6
- Molecular formula:C10H19NO3
- Molecular Weight:201.26
142253-56-3
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74-88-4
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942308-05-6
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$60.00/100mg
Yield:942308-05-6 59%
Reaction Conditions:
with sodium hydride in N,N-dimethyl-formamide at 0; for 1 h;
Steps:
24
1-(Tert-butoxycarbonyl)-3-hydroxymethylethoxyazetidine (1.83 g, 9.77 mmol) was dissolved in DMF (50 mL), and under a nitrogen stream, methyl iodide (0.182 mL, 29.3 mmol) and then 40% sodium hydride (508 mg, 12.7 mmol) were added at 0°C while stirring. The reaction mixture was stirred for 1 hour at the same temperature, and then poured onto ice water (100 mL). The mixture was extracted with ethyl acetate. The extract was washed with ice water and saturated brine, and dried over anhydrous sodium sulfate, and then the solvent was concentrated under reduced pressure. The obtained residue was purified by flash chromatography (Flash Chromatography System from Biotage AB, column size: 40S, ethyl acetate:n-hexane = 1/3) to obtain the title compound (1.16 g, 59%) as an oily matter. NMR(CDCl3)δ:1.43(9H,s),2.69-2.79(1H,m),3.36(3H,s),3.51(2H,d,J=6.9Hz),3.65(2H,dd,J=8.8,5.4Hz),3.99(2H,t,J=8.6Hz). MS (ESI) m/z : 224 (M++Na).
References:
EP1961750,2008,A1 Location in patent:Page/Page column 90
142253-55-2
323 suppliers
$6.00/1g
942308-05-6
20 suppliers
$60.00/100mg