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ChemicalBook CAS DataBase List 1-BOC-AMINO-2,2-DIMETHYL-1,3-PROPANEDIAMINE

1-BOC-AMINO-2,2-DIMETHYL-1,3-PROPANEDIAMINE synthesis

4synthesis methods
7328-91-8 Synthesis
2,2-DIMETHYL-1,3-PROPANEDIAMINE

7328-91-8
139 suppliers
$18.00/1g

24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
810 suppliers
$13.50/25G

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Yield: 31.6%

Reaction Conditions:

in dichloromethane at 0 - 20; for 12 h;

Steps:

4 tert-Butyl (3-amino-2,2-dimethylpropyl)carbamate
To a solution of 2,2-dimethylpropane-1 ,3-diamine (80 g, 783 mmol) in dichloromethane (DCM) (500 mL) at 0 °C was added Boc-anhydride (91 ml_, 391 mmol). It was stirred at ambient temperature for 12 h. The reaction mixture was concentrated. The crude product was purified with column chromatography (Neutral Allumina) by using MeOH : DCM (1 :9) as solvent to give the title compound (50 g, 247 mmol, 31 .6 % yield) as a white solid. 1H NMR (400 MHz, CDC ) δ ppm 0.85 (s, 6 H), 1 .44 (s, 9 H), 2.35 - 2.52 (m, 2 H), 3.00 (br d, J=6.14 Hz, 2 H), 5.16 (br s, 1 H). tert-Butyl (2,2-dimethyl-3-(2-nitrophenylsulfonamido)propyl)carbamate

References:

GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED;BOEHM, Jeffrey Charles;DAVIS, Roderick S.;GOODWIN, Nicole Cathleen;KERNS, Jeffrey K.;LI, Tindy;YAN, Hongxing WO2018/109648, 2018, A1 Location in patent:Page/Page column 64

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