ChemicalBook CAS DataBase List Z-GLY-NH2

Z-GLY-NH2 synthesis

13synthesis methods

Product Name:Z-GLY-NH2
CAS Number:949-90-6
Molecular formula:C10H12N2O3
Molecular Weight:208.21

1668-10-6 Synthesis

1668-10-6
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501-53-1
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949-90-6
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Yield: 86%

Reaction Conditions:

with sodium hydrogencarbonate;sodium carbonate in water;acetone at 20; for 3.5 h;

Steps:

2.3 2.2.3
Synthesis of Cbz-GlyNH₂
The synthesis of Cbz-GlyNH₂ was adapted from a previously reported protocol
[19]
.
Glycinamide hydrochloride (18 mmol, 2.00 g) was dissolved in water (60 mL) and acetone (8 mL), prior to the addition of Na₂CO₃ (54 mmol, 5.7 g) and NaHCO₃ (18 mmol, 1.5 g).
Benzyl chloroformate (22 mmol, 3.20 mL) was added dropwise to the stirring solution over the course of 30 min.
The resulting mixture was stirred for 3 h at room temperature, after which the products were isolated by washing with diethyl ether (50 mL).
The protected product was precipitated out of solution by the slow addition of 0.1 M HCl.
The precipitate was filtered and subsequently dried in vacuo to afford a white solid in 86% yield (3.24 g).
¹H NMR (CDCl₃, 400 MHz): δ 3.87 (s, 2H), 5.07 (s, 2H), 7.26 (m, 5H), 7.35 (s, 2H), 7.95 (s, 1H).
¹³C NMR (CDCl₃, 100 MHz): δ 45.1, 67.3, 126.2, 126.9, 128.9, 136.3, 156.8, 170.1. HRMS (ESI) calculated for C₁₀H₁₂N₂O₃: 208.0848. Found: 208.0851.

References:

St-Jacques, Antony D.;Rachel, Natalie M.;Curry, Dan R.;Gillet, Steve M.F.G.;Clouthier, Christopher M.;Keillor, Jeffrey W.;Pelletier, Joelle N.;Chica, Roberto A. [Journal of Molecular Catalysis B: Enzymatic,2016,vol. 123,p. 53 - 61]

501-53-1
395 suppliers
$10.00/1g