ChemicalBook CAS DataBase List 5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester

5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester synthesis

13synthesis methods

Product Name:5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester
CAS Number:101187-40-0
Molecular formula:C13H28N2O5
Molecular Weight:292.37

929-75-9
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24424-99-5 Synthesis

24424-99-5
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5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester

101187-40-0
175 suppliers
$27.00/100mg

Yield:101187-40-0 100%

Reaction Conditions:

in dichloromethane at 0 - 20; for 23 h;Inert atmosphere;

Steps:

1.1. Mono-protection of 10

General procedure: The diamine 10 (1 equiv) in DCM solution (10 mL / mmol) was treated with Boc2O in default (0.15 equiv) for 5 h at 0 °C and 18 h at room temperature. The organic phase was washed with water, until all the unreacted 10 was extracted. The Boc-protected compound 11 was quantitatively recovered after drying (MgSO4) and concentration under vacuum. 11a: 1H NMR (300 MHz, CDCl3): d 1.45 (s, 9H), 1.80 (br m, 2H, NH2), 3.25 (m, 2H), 3.38 (m, 2H), 3.50-3.70 (m, 8H), 5.10 (br s, 1H, NHCO2). 11b: 1H NMR (300 MHz, CDCl3): d 1.42 (s, 9H), 1.75 (br m, 2H, NH2), 2.84 (t, 2H, J = 5.3 Hz), 3.29 (m, 2H), 3.51 (m, 4H), 3.58 (sharp m, 8H), 5.30 (br s, 1H, NHCO2).

References:

Favre, Anna?ck;Grugier, Jér?me;Brans, Alain;Joris, Bernard;Marchand-Brynaert, Jacqueline [Tetrahedron,2012,vol. 68,# 52,p. 10818 - 10826] Location in patent:supporting information