N2-(9-Fluorenylmethoxycarbonyl)-L-glutamine
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N2-(9-Fluorenylmethoxycarbonyl)-L-glutamine
structure -
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CAS No:
71989-20-3
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Formula:
C20H20N2O5
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Chemical Name:
N2-(9-Fluorenylmethoxycarbonyl)-L-glutamine
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Synonyms:
L-Glutamine,N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-;N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-glutamine;N2-(9-Fluorenylmethoxycarbonyl)-L-glutamine;FMOC-Gln-OH;N-(9-Fluorenylmethoxycarbonyl)glutamine;Fmoc-L-Gln-OH;N2-FMOC-L-glutamine;NSC 334303;Fmoc-L-glutamine;(2S)-4-Carbamoyl-2-([[(9H-fluoren-9-yl)methoxy]carbonyl]amino)butanoic acid;(2S)-5-Amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxopentanoic acid;(2S)-4-Carbamoyl-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]butanoic acid;115057-39-1;1325677-04-0
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CAS No:
N2-(9-Fluorenylmethoxycarbonyl)-L-glutamine Basic Attributes
368.38
368.38
276-254-3
334303
2924299090
N2-(9-Fluorenylmethoxycarbonyl)-L-glutamine Use and Manufacturing
General procedure: To a solution of H-Phe-OH (100 mg, 60.5 mmol) in 50 percent MeCN (6.1 mL)were added Fmoc-OPhth (233 mg, 60.5 mmol) and K2CO3 (167 mg, 121 mmol) and stirred at room temperature. After 2 h of stirring saturated sodium bicarbonate solution and H2O were added and the resulting solution was washed with diethyl ether. The aqueous phase is acidified to pH 1 with 1M HCl and extracted with diethyl ether. The organic phase was washed with 1 M HCl, H2O, brine, dried over MgSO4. The filtrate was evaporatedevaporated under reduced pressure to give yellow solid as crude product.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: 84percent.
Computed Properties
Molecular Weight:368.4
XLogP3:1.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:8
Exact Mass:368.13722174
Monoisotopic Mass:368.13722174
Topological Polar Surface Area:119
Heavy Atom Count:27
Complexity:545
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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N2-(9-Fluorenylmethoxycarbonyl)-L-glutamine
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