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324017-22-3

324017-22-3 Structure

324017-22-3 Structure
IdentificationBack Directory
[Name]

4-[(AMinocarbonyl)aMino]-N-[(9H-fluoren-9-ylMethoxy)carbonyl]-D-phenylalanine
[CAS]

324017-22-3
[Synonyms]

Fmoc-D-4-Aph(cbm)
Fmoc-4-Aph(Trt)-OH
Fmoc-D-Aph(Cbm)-OH
FMoc-D-4-Aph(CbM)-OH
(9H-Fluoren-9-yl)MethOxy]Carbonyl D-Aph(Cbm)-OH
4-[(AMinocarbonyl)aMino]-N-[(9H-fluoren-9-ylMethoxy)carbonyl]-D-phenylalanine
D-Phenylalanine, 4-[(aminocarbonyl)amino]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-ureidophenyl)propanoic acid
(2R)-3-[4-(carbamoylamino)phenyl]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid
[Molecular Formula]

C25H23N3O5
[MDL Number]

MFCD26743751
[MOL File]

324017-22-3.mol
[Molecular Weight]

445.47
Chemical PropertiesBack Directory
[Melting point ]

163℃ (decomposition)
[Boiling point ]

699.1±55.0 °C(Predicted)
[density ]

1.376±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
[form ]

Solid
[pka]

3.82±0.10(Predicted)
[color ]

White to Off-White
[Stability:]

Hygroscopic
[InChIKey]

HFPDOFBZCSQAEJ-JOCHJYFZSA-N
[SMILES]

C(O)(=O)[C@@H](CC1=CC=C(NC(N)=O)C=C1)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
Hazard InformationBack Directory
[Uses]

Fmoc-D-4-Aph(cBm)-OH is an amino acid derivative with an Fmoc protecting group, which can be used to synthesize biologically active peptide mimetics, such as Ac-D2Nal-D4Cpa-D3Pal-Ser-4Aph/4Amf(P)-D4Aph/D4Amf(Q)-Leu-ILys-Pro-DAla-NH2 with gonadotropin-releasing hormone (GnRH) antagonist activity[1].
[References]

[1] Guangcheng Jiang, et al. "GnRH antagonists: a new generation of long acting analogues incorporating p-ureido-phenylalanines at positions 5 and 6." Journal of medicinal chemistry 44.3 (2001): 453-467. DOI:10.1021/jm0003900
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