3-HYDROXYMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER synthesis
- Product Name:3-HYDROXYMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
- CAS Number:301673-16-5
- Molecular formula:C10H20N2O3
- Molecular Weight:216.28
129799-08-2
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$11.00/250mg
301673-16-5
171 suppliers
$15.00/250mg
Yield:301673-16-5 83%
Reaction Conditions:
with sodium tetrahydroborate;ethanol;nickel dichloride at 0; for 4 h;Inert atmosphere;
Steps:
125.1
To a mixture of 1-tert-butyl 3-methyl piperazine-1, 3-dicarboxylate (1.0 g, 4.1 mmol) , nickel chloride (640 mg, 4.9 mmol) and anhydrous ethanol (10 mL) was added sodium borohydride (380 mg, 10.0 mmol) at 0 . The mixture was stirred for 4 h and quenched with ice-water (5 mL) . The mixture was adjusted with concentrated hydrochloric acid to pH 1. After the mixture was clear, a NaOH aqueous solution (1.0 M) was added to adjust pH 10. The resulting mixture was extracted with EtOAc (10 mL × 3) . The combined organic layers were dried over anhydrous Na2SO4 and concentrated to give tert-butyl 3- (hydroxymethyl) piperazine-1-carboxylate as a reseda solid (890 mg, 83) .1H NMR (400 MHz, CD3OD) : δ ppm 3.99-4.02 (m, 1H) , 3.90-3.93 (m, 1H) , 3.48-3.54 (m, 2H) , 2.96-3.00 (m, 1H) , 2.83-2.93 (m, 1H) , 2.66-2.72 (m, 2H) , 2.56-2.66 (m, 1H) , 1.48 (m, 9H) and MS-ESI: m/z 217.10 [M+H] +.
References:
SUNSHINE LAKE PHARMA CO., LTD.;ZHANG, Yingjun;LIU, Bing;YU, Tianzhu;ZHANG, Xiangyu;ZHANG, Shiguo;ZHANG, Jiancun;CHENG, Changchung WO2016/34134, 2016, A1 Location in patent:Paragraph 00686
143540-05-0
61 suppliers
$48.00/250mg
301673-16-5
171 suppliers
$15.00/250mg
![TERT-BUTYL 3-OXOTETRAHYDRO-1H-OXAZOLO[3,4-A]PYRAZINE-7(3H)-CARBOXYLATE](/CAS2/GIF/935544-47-1.gif)
935544-47-1
22 suppliers
$1103.00/1g
301673-16-5
171 suppliers
$15.00/250mg