ChemicalBook CAS DataBase List (2S)-2-{[(tert-Butoxycarbonyl)amino]methyl}-3-methylbutanoic acid

(2S)-2-{[(tert-Butoxycarbonyl)amino]methyl}-3-methylbutanoic acid synthesis

5synthesis methods

Product Name:(2S)-2-{[(tert-Butoxycarbonyl)amino]methyl}-3-methylbutanoic acid
CAS Number:210346-16-0
Molecular formula:C11H21NO4
Molecular Weight:231.29

24424-99-5 Synthesis

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

203854-54-0 Synthesis

(S)-2-(aMinoMethyl)-3-Methylbutanoic acid

203854-54-0
42 suppliers
$45.00/2.5mg

(2S)-2-{[(tert-Butoxycarbonyl)amino]methyl}-3-methylbutanoic acid

210346-16-0
36 suppliers
$165.00/250mg

Yield:210346-16-0 100%

Reaction Conditions:

with triethylamine in methanol at 23; for 24 h;

Steps:

1.1 Step 1 : Synthesis of (S)-2-(((tert-butoxycarbonyl)amino)methyl)-3-methylbutanoic acid

ayninesis ο (o)-2-(((tert-butoxycarbonyl)ammo)methyl)-3-methylbutanoic acia A mixture containing di-tert-butyl dicarbonate (2 equiv.), triethylamine (1 equiv.) and (S)-2-(aminomethyl)-3-methylbutanoic acid (1 equiv.) in methanol was stirred at 23 °C for 24 h. The mixture was concentrated under vacuum. The resulting residue was diluted in ethyl acetate and washed with IN HCl solution. The organic layer was dried, filtered and evaporated to deliver the desired intermediate, (S)-2-(((tert-butoxycarbonyl)- -amino)methyl)-3-methylbutanoic acid (730 mg, 100% yield) as a white solid. NMR (500 MHz, CDCl₃) 5 ppm 3.39 - 3.55 (m, 1 H) 3.06 - 3.31 (m, 1 H) 2.40 - 2.58 (m, 1 H) 1.86 - 2.10 (m, 1 H) 1.38 - 1.52 (m, 9 H) 0.94 - 1.05 (m, 6 H). Step 2:

References:

WO2016/44447,2016,A1 Location in patent:Paragraph 00224