BIS- BOC-SPERMIDINE synthesis
- Product Name:BIS- BOC-SPERMIDINE
- CAS Number:68076-39-1
- Molecular formula:C17H35N3O4
- Molecular Weight:345.48
68076-41-5
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68076-39-1
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Yield: 100%
Reaction Conditions:
with sodium hydroxide;hydrogen;nickel in ethanol at 30; under 2250.23 Torr; for 18 h;
Steps:
1.d
(d) Hydrogenation of 2-[N-butggyca_rbanYl-y-(4-bntoxvcarbgnYlanfnobutyl)- amino] ethyl cyanide; Raney Nickel (~2.5g) was added to a solution of the product of step (c) (8g) in a 1M ethanolic solution of sodium hydroxide (507ml) in a hydrogenation vessel. The vessel was sealed, purged with nitrogen (3 times) and then with hydrogen (3 times). The reactor was charged with hydrogen (3bar) and stirred at 3bar hydrogen at 30°C for 18 hours. The reaction mixture was combined with a previous batch (3g) and the mixture evaporated down under reduced pressure to -200ml. Water (400ml) was added and the aqueous layer was extracted with chloroform (3 x 250ml). The combined organic layers were dried (anhydrous sodium sulphate), filtered and evaporated down, under reduced pressure to give 2-[N-butoxycarbonyl-N-(4-butoxycarbonylaminobutyl)- amino] propylamine, as a clear oil (11.05 g for combined reactions, quantitative yield). Analysis: 1H-NMR (300MHz, CDCl3) 1.31 (1H, br s, NH), 1.45 (18H, m, 2-But), 1.53 (4H, m, CH2), 1.64 (2H, m, CH2), 2.69 (2H, m, CH2), 3.14 (6H, m, 3 CH2); 13C-NMR (75MHz, CDCl3) 27.40,28.38, 28.43,39.34, 40.16,46.47, 78.99, 155.96.
References:
HUNTER-FLEMING LIMITED WO2005/116050, 2005, A1 Location in patent:Page/Page column 31
24424-99-5
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68076-39-1
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68076-36-8
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68076-39-1
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![Carbamic acid, [4-[(2-cyanoethyl)amino]butyl]-, 1,1-dimethylethyl ester](/CAS/20180601/GIF/68076-40-4.gif)
68076-40-4
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68076-39-1
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4748-73-6
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68076-39-1
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