ChemicalBook CAS DataBase List 1,7-Bis-boc-1,4,7-triazaheptane

1,7-Bis-boc-1,4,7-triazaheptane synthesis

13synthesis methods

Product Name:1,7-Bis-boc-1,4,7-triazaheptane
CAS Number:117499-16-8
Molecular formula:C14H29N3O4
Molecular Weight:303.4

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

58632-95-4
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$7.00/5g

111-40-0
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$13.44/25ML

117499-16-8
91 suppliers
$22.00/100mg

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, ³J_H,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).