ChemicalBook CAS DataBase List Nalpha-FMOC-L-Glutamine

Nalpha-FMOC-L-Glutamine synthesis

6synthesis methods

Product Name:Nalpha-FMOC-L-Glutamine
CAS Number:71989-20-3
Molecular formula:C20H20N2O5
Molecular Weight:368.38

56-85-9 Synthesis

56-85-9
1005 suppliers
$5.00/5g

82911-69-1 Synthesis

N-(9-Fluorenylmethoxycarbonyloxy)succinimide

82911-69-1
624 suppliers
$7.00/25g

71989-20-3
355 suppliers
$6.00/5g

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

FullText

132327-80-1 Synthesis