1H-Indole-3-propanamide, α-amino-N-(phenylmethyl)-, (αS)- synthesis
- Product Name:1H-Indole-3-propanamide, α-amino-N-(phenylmethyl)-, (αS)-
- CAS Number:125009-81-6
- Molecular formula:C18H19N3O
- Molecular Weight:293.37
![Carbamic acid, N-[(1S)-1-(1H-indol-3-ylmethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]-, 1,1-dimethylethyl ester](/CAS/20210305/GIF/159098-71-2.gif)
159098-71-2
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125009-81-6
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Yield:125009-81-6 95%
Reaction Conditions:
with chlorotriisopropylsilane;trifluoroacetic acid in dichloromethane at 20;
Steps:
6.1.2 General procedure B: Boc removal
General procedure: The N-Boc protected intermediate (0.2mmol) was dissolved in a mixture of TFA/DCM (1/3, v/v), and added with triisopropylsilane (0.25 equiv). Reaction was stirred at room temperature for 2h. Then, a solution of NaOH (2N) was added until pH 7. The mixture was diluted with water and dichloromethane, and the organic phase was extracted, dried over Na2SO4, filtered, and concentrated under vacuum. The intermediates obtained were not further purified.
References:
Di Sarno, Veronica;Lauro, Gianluigi;Musella, Simona;Ciaglia, Tania;Vestuto, Vincenzo;Sala, Marina;Scala, Maria Carmina;Smaldone, Gerardina;Di Matteo, Francesca;Novi, Sara;Tecce, Mario Felice;Moltedo, Ornella;Bifulco, Giuseppe;Campiglia, Pietro;Gomez-Monterrey, Isabel M.;Snoeck, Robert;Andrei, Graciela;Ostacolo, Carmine;Bertamino, Alessia [European Journal of Medicinal Chemistry,2021,vol. 226,art. no. 113863]
7432-21-5
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13139-14-5
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50305-28-7
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