Carbamic acid, [2-(2-aminoethoxy)ethyl]-, 1,1-dimethylethyl ester (9CI) synthesis
- Product Name:Carbamic acid, [2-(2-aminoethoxy)ethyl]-, 1,1-dimethylethyl ester (9CI)
- CAS Number:127828-22-2
- Molecular formula:C9H20N2O3
- Molecular Weight:204.27
2752-17-2
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24424-99-5
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127828-22-2
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Yield:127828-22-2 71.5%
Reaction Conditions:
in tetrahydrofuran at 0 - 20;
Steps:
4.2. N-(tert-Butyloxycarbonyl)-2,2'-oxybis(ethylamine) (1)
This compound was synthesized according to the procedure described previously with slight modifications.25 To a cooled (0 °C) solution of 2,2'-oxybis(ethylamine) (10.0 mL, 94.1 mmol) in methanol (1000 mL) was added dropwise a solution of di-tert-butyl dicarbonate ((Boc)2O; 10.3 g, 47.0 mmol) in THF (300 mL), and the mixture was stirred for 1 h at the same temperature and additional 24 h at room temperature. After removing the solvent in vacuo, the residue was dissolved in 1 N NaOH (200 mL), and extracted with chloroform (300 mL × 3). The organic phases were combined, dried over anhydrous MgSO4. The solvent was removed in vacuo to provide 1 as a colorless oil (6.88 g, 71.5%). 1H NMR (CDCl3): δ 1.39 (9H, s, Boc), 2.79-2.82 (2H, t, CH2), 3.24-3.28 (2H, dd, CH2), 3.41-3.43 (2H, t, CH2), 3.44-3.47 (2H, t, CH2), 5.00 (1H, d, NH). ESI-MS (M+H)+: m/z 205, found: 205
References:
Suzuki, Hiroyuki;Kanai, Ayaka;Uehara, Tomoya;Guerra Gomez, Francisco L.;Hanaoka, Hirofumi;Arano, Yasushi [Bioorganic and Medicinal Chemistry,2012,vol. 20,# 2,p. 978 - 984] Location in patent:experimental part
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176220-30-7
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127828-22-2
145 suppliers
$25.00/250mg
24424-99-5
835 suppliers
$13.50/25G
60792-79-2
110 suppliers
$36.00/250mg
127828-22-2
145 suppliers
$25.00/250mg
24424-99-5
835 suppliers
$13.50/25G
127828-22-2
145 suppliers
$25.00/250mg
302331-20-0
28 suppliers
$480.00/1 G
127828-22-2
145 suppliers
$25.00/250mg