| Identification | Back Directory | [Name]
FMOC-DAB-OH HCL | [CAS]
161420-87-7 | [Synonyms]
FMOC-DAB
Fmoc-L-Dab
FMOC-DAB-OH
FMOC-L-DAB-OH
FMOC-DAB-OH HCL
FMOC-DAB-OH . HCI
FMOC-L-2,4-DIAMINOBUTYRIC ACID
N-α-Fmoc-L-2,4-diaminobutyric acid
(S)-N2-Fmoc-2,4-diaminobutyric Acid
FMOC-ALPHA,GAMMA-DIAMINOBUTYRIC ACID
FMOC-L-ALPHA,GAMMA-DIAMINOBUTYRIC ACID
(S)-2-(Fmoc-amino)-4-aminobutyric acid
(S)-2-(Fmoc-amino)-4-aminobutanoic Acid
(2S)-4-Amino-2-(Fmoc-amino)butanoic acid
(9H-Fluoren-9-yl)MethOxy]Carbonyl Dab-OH
N-.ALPHA.-FMOC-L-2,4-DIAMINOBUTYRIC ACID
FMoc-Dab-OH(Na-FMoc-2,4-DiaMinobutyric acid)
FMoc-Dab-OH N-α-FMoc-L-2,4-diaMinobutyric acid
N-ALPHA-FMOC-L-ALPHA,GAMMA-DIAMINOBUTYRIC ACID
N-α-(9-Fluorenylmethoxycarbonyl)-L-α,γ-diaminobutyric acid
N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-2,4-DIAMINOBUTYRIC ACID
N-ALPHA-(9-FLUOROENYLMETHYLOXYCARBONYL)-L-2,4-DIAMINOBUTYRIC ACID
(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-aminobutanoic acid
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-L-ALPHA, GAMMA-DIAMINOBUTYRIC ACID
Butanoic acid, 4-amino-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, (2S)-
3-Amino-7-(hydroxy(oxido)amino)-1-oxo-2-(1-phenylethyl)-1,2-dihydro-4-isoquinolinecarbonitrile | [Molecular Formula]
C19H20N2O4 | [MDL Number]
MFCD01862319 | [MOL File]
161420-87-7.mol | [Molecular Weight]
340.37 |
| Chemical Properties | Back Directory | [Melting point ]
169.5-171.7 °C | [Boiling point ]
593.7±50.0 °C(Predicted) | [density ]
1.294±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [form ]
Powder | [pka]
3.52±0.10(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of Fmoc-L-2,4-diaminobutyric acid (Fmoc-Dab-OH) from (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-amino-5-oxopentanoic acid (Fmoc-Gln-OH) was as follows:
A. 100 g (271.5 mmol) of Fmoc-Gln-OH was suspended in 2 L of a solvent mixture consisting of ethyl acetate, acetonitrile and water in the ratio of 2:1:1 by volume. 105.1 g (325.9 mmol) of diisopropylethylamine (DIPA) was slowly added at 20-30 °C and the reaction lasted for 72 hours. Upon completion of the reaction, 80 g of Fmoc-Dab-OH was obtained after post-processing in 86.5% yield. The product was analyzed by high performance liquid chromatography (HPLC) showing a purity of 99.6%, and its structural correctness was confirmed by infrared spectroscopy (IR) and nuclear magnetic resonance (NMR), and the relevant spectra are shown in Figures 1 and 2. | [References]
[1] Bulletin of the Chemical Society of Japan, 2004, vol. 77, # 10, p. 1915 - 1924
[2] Patent: CN105348147, 2016, A. Location in patent: Paragraph 0014
[3] Synlett, 2011, # 13, p. 1917 - 1919
[4] Journal of Peptide Science, 2017, vol. 23, # 3, p. 202 - 214
[5] European Journal of Medicinal Chemistry, 1995, vol. 30, # 2, p. 115 - 122 |
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