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ChemicalBook CAS DataBase List Nalpha-FMOC-L-Glutamine
71989-20-3

Nalpha-FMOC-L-Glutamine synthesis

6synthesis methods
-

Yield:71989-20-3 84%

Reaction Conditions:

with sodium carbonate in tetrahydrofuran;water

Steps:


To a stirred solution of L-glutamine (1.75 g, 12 mmole) and sodium carbonate (1.27 g, 12 mmole) in 30 ml of water, was added a solution of Fmoc-OSu (3.0 g, 8.9 mmole) in 60 ml of THF. After stirring overnight the mixture was concentrated under reduced pressure to remove the THF. The residue was diluted with 100 ml of 1 N hydrochloric acid . The white solid was collected by filtration and recrystallized in DMF-0.1 N hydrochloric acid aqueous solution to afford a white powder (38, 2.76 g). Yield: 84%. 1H-NMR (90 MHz, DMSO-d6) ppm: 12.47 (1H, s), 7.89-7.20 (10 H, m), 6.68 (1H, s, br), 4.22-3.90 (4H, m), and 2.25-1.86 (4H, m).

References:

M. Martin, Lenore;Hu, Bi-Huang US2006/161007, 2006, A1 Location in patent:Page/Page column 12

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