1,7-Bis-boc-1,4,7-triazaheptane synthesis
- Product Name:1,7-Bis-boc-1,4,7-triazaheptane
- CAS Number:117499-16-8
- Molecular formula:C14H29N3O4
- Molecular Weight:303.4
58632-95-4
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117499-16-8
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Yield:117499-16-8 96%
Reaction Conditions:
in tetrahydrofuran;
Steps:
7.a a)
a) Preparation of bis(2-tert-butoxycarbonylaminoethyl)amine A solution of diethylenetriamine (0.42 g; 4.1 mmol) in tetrahydrofuran (THF; 5 ml) is stirred at 0° C. under nitrogen for 20 minutes. A solution of 2-(tert-butoxycarbonyloximino)-2-phenylacetonitrile (Boc-ON; 2.04 g; 8.2 mmol) in THF (5 ml) is then added dropwise and the reaction mixture is stirred at 0° C. for 1 hour. The solvent is eliminated at reduced pressure and the resulting residue is purified by silica gel column chromatography with methanol-ammonium hydroxide 100:3. 1.2 g (yield 96%) of an oil having the following characteristics is thus obtained: mass spectrum (CI+): m/z 304 [M+H]+ 1H NMR (500 MHz, CDCl3, 313 K): δ 5.04 (bs, 2H, NHBoc); 4.56 (bs, 1H, NH); 3.19 (q, 4H, 3JH,H 5.7 Hz, CH2NHBoc); 2.71 (t, 4H, CH2NH); 1.41 (s, 18H, CMe3) 13C NMR (125.7 MHz; CDCl3, 313 K): δ 156.2 (CO); 79.2 (CMe3); 48.7 (CH2NH); 40.2 (CH2NHBoc); 28.3 (CMe3).
References:
US2007/82867,2007,A1
24424-99-5
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49761-82-2
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117499-16-8
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6627-89-0
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117499-16-8
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