ChemicalBook CAS DataBase List tert-Butyl sarcosinate hydrochloride

tert-Butyl sarcosinate hydrochloride synthesis

5synthesis methods

Product Name:tert-Butyl sarcosinate hydrochloride
CAS Number:5616-81-9
Molecular formula:C7H15NO2
Molecular Weight:145.2

5292-43-3 Synthesis

5292-43-3
452 suppliers
$10.00/5g

74-89-5 Synthesis

74-89-5
7 suppliers
$13.44/25ML

5616-81-9
139 suppliers
$12.00/1g

Yield:5616-81-9 46%

Reaction Conditions:

Stage #1:methylamine with sodium iodide in acetonitrile at 0; for 0.0833333 h;
Stage #2:bromoacetic acid tert-butyl ester in acetonitrile at 20;

Steps:

4.1.10. Tert-butyl 2-methylaminoacetate (10)
To a solution of methylamine (0.80 g, 25.6 mmol) in CH3CN(3 mL) were added NaI (0.15 g, 1.02 mmol), and the suspensionwasstirred in an ice bath for 5 min. Subsequently, tert-butyl 2-bromoacetate (0.50 g, 2.56 mmol) in CH3CN (7 mL) was addeddropwise. The resulted mixture was stirred at room temperatureovernight. The solvent was evaporated under vacuum, and thewaterwas added (10 mL). Thewater phasewas extracted with ethylacetate (4 20 mL), and the combined organic phase was washedwith saturated brine and dried with anhydrous sodium sulfate.Compound 10 was obtained by filtration followed by evaporatingthe solvent without further purification. Yellow oil, 46% yield, 1HNMR (400 MHz, CDCl3) d 3.26 (s, 2H), 2.43 (s, 3H), 1.76 (s, 1H), 1.47(s, 9H). MS (ESI): m/z calcd for C7H16NO2: 146.1 [MH]; found:146.4.

References:

Zhao, Hong-Yi;Yang, Xue-Yan;Lei, Hao;Xi, Xiao-Xiao;Lu, She-Min;Zhang, Jun-Jie;Xin, Minhang;Zhang, San-Qi [European Journal of Medicinal Chemistry,2020,vol. 208,art. no. 112781]

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