N-Boc-1,3-propanediamine synthesis
- Product Name:N-Boc-1,3-propanediamine
- CAS Number:75178-96-0
- Molecular formula:C8H18N2O2
- Molecular Weight:174.24
24424-99-5
109-76-2
75178-96-0
GENERAL PROCEDURE: To a suspension of 1,3-propanediamine (20.0 g, 172 mmol) in 50 mL of dichloromethane (DCM) cooled to 0°C, a solution of di-tert-butyl dicarbonate (Boc2O, 3.75 g, 17.2 mmol) in 24 mL of DCM was slowly added. After addition, the ice bath was removed and the reaction mixture was stirred at room temperature for 18 hours. After completion of the reaction, the precipitate was removed by filtration and the filtrate was washed sequentially with saturated aqueous sodium bicarbonate (NaHCO3) (3 x 50 mL), water (2 x 50 mL) and brine (50 mL). The organic layer was dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to give an oily product N-tert-butoxycarbonyl-1,3-propanediamine 3.1 g in 84% yield.
24424-99-5
866 suppliers
$13.50/25G
109-76-2
313 suppliers
$10.00/5mL
75178-96-0
390 suppliers
$12.00/5g
Yield:75178-96-0 100%
Reaction Conditions:
in dichloromethane at 0 - 20; for 3 h;Inert atmosphere;
Steps:
37 Preparation of Compound 101
In dichloromethane (30 mL), 1,3-diaminopropane (0.93 mL, 11.1 mmol) was dissolved, and di-t-butyl dicarbonate (0.84 mL, 3.7 mmol) was added thereto at 0°C under a nitrogen atmosphere. After the reaction solution was stirred at room temperature for 3 hours, brine (50 mL) was added to the reaction solution, the mixture was subjected to extraction using ethyl acetate (2 × 100 mL), and then the extract was dried over anhydrous sodium sulfate. After filtration, the reaction solution was filtered, then concentrated under reduced pressure, and purified by column chromatography to obtain Compound 101 (658 mg, 100% based on Boc2O). 1H-NMR (400 MHz, CDCl3) δ 4.88 (br s, 1H), 3.26-3.14 (m, 2H), 2.77 (t, J = 6.8 Hz, 2H), 1.66-1.57 (m, 2H), 1.44 (s, 9H), 1.32 (br, 2H).
References:
EP3604311,2020,A1 Location in patent:Paragraph 0244; 0245
129392-84-3
25 suppliers
inquiry
75178-96-0
390 suppliers
$12.00/5g
53588-95-7
59 suppliers
inquiry
75178-96-0
390 suppliers
$12.00/5g
762-75-4
44 suppliers
$119.00/5g
109-76-2
313 suppliers
$10.00/5mL
75178-96-0
390 suppliers
$12.00/5g
