| Identification | Back Directory | [Name]
FMOC-VAL-OSU | [CAS]
130878-68-1 | [Synonyms]
FMOC-VAL-OSU
Fmoc-L-Val-OSu
FMOC-VALINE-OSU
Fmoc-L-valine-osu
FMOC-VAL-OSUFMOC-V
Fmoc-Val-OSu, 98%, Fmoc-amino acids
N-Fmoc-L-valine N-succinimidyl ester
N-Fmoc-L-valineN-succinimidylester,95%
FMOC-L-VALINE N-HYDROXYSUCCINIMIDE ESTER
(9H-Fluoren-9-yl)MethOxy]Carbonyl Val-OSu
N-alpha-FMoc-L-valine N-hydroxysucciniMide ester
Fmoc-L-valineN-hydroxysuccinimide ester≥ 99% (HPLC)
N-alpha-(9-Fluorenylmethyloxycarbonyl)-L-valine succinimidyl ester
NALPHA-9-Fluorenylmethoxycarbonyl-L-valine N-hydroxysuccinimide ester
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-valine 2,5-dioxo-1-pyrrolidinyl ester
L-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-,2,5-dioxo-1-pyrrolidinyl ester
(S)-2,5-dioxopyrrolidin-1-yl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-methylbutanoate
2,5-dioxopyrrolidin-1-yl (2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-methylbutanoate
[(1S)-1-[[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl]-2-methylpropyl] 9H-fluoren-9-ylmethyl carbamate
CarbaMic acid, [1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-2-Methylpropyl]-, 9H-fluoren-9-ylMethyl ester, (S)- | [Molecular Formula]
C24H24N2O6 | [MDL Number]
MFCD00153370 | [MOL File]
130878-68-1.mol | [Molecular Weight]
436.46 |
| Chemical Properties | Back Directory | [density ]
1.35±0.1 g/cm3(Predicted) | [storage temp. ]
Store at 0°C | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
Powder | [pka]
10.09±0.46(Predicted) | [color ]
Off-white to white | [Optical Rotation]
Consistent with structure | [Water Solubility ]
Slightly soluble in water. |
| Hazard Information | Back Directory | [Chemical Properties]
White to off-white powder | [Uses]
N-Fmoc-L-valine N-succinimidyl ester is useful for solid phase peptide synthesis techniques. | [Synthesis]
Dicyclohexylcarbodiimide (1.55 g, 7.52 mmol) and N-hydroxysuccinimide (762 mg, 6.63 mmol) were sequentially added to a stirred solution of Fmoc-L-valine (1.5 g, 4.42 mmol) in dichloromethane (25 mL) at room temperature. The reaction mixture was stirred continuously for 3 hours at room temperature. Upon completion of the reaction, the white solid dicyclohexylurea produced in the reaction was removed by filtration. The organic phase was washed sequentially with 0.1 N HCl solution and deionized water, followed by drying with anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to give the crude product. The crude product was purified by fast column chromatography using 1% dichloromethane solution in methanol as eluent to give the final target product (S)-2,5-dioxopyrrolidin-1-yl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-methylbutyrate as a white solid (1.7 g, 89% yield). Mass spectrum (MS): m/z 459 [M + Na]+. 1H NMR (400 MHz, CDCl3) δ 7.80 (d, J = 7.5 Hz, 2H), 7.68-7.55 (m, 2H), 7.43 (t, J = 7.4 Hz, 2H), 7.34 (dd, J = 15.9, 8.5 Hz, 2H), 4.70 (d, J = 4.6 Hz, 1H), 4.56-4.40 (m, 3H), 4.28 (t, J = 6.6 Hz, 1H), 2.85 (s, 4H), 2.37 (dd, J = 12.3, 6.5 Hz, 1H), 1.08 (dd, J = 11.0, 6.9 Hz, 6H). | [References]
[1] Journal of Pharmaceutical Sciences, 1994, vol. 83, # 7, p. 999 - 1005
[2] Langmuir, 2010, vol. 26, # 7, p. 4990 - 4998
[3] Patent: WO2018/178060, 2018, A1. Location in patent: Page/Page column 64-66
[4] Journal of the American Chemical Society, 2015, vol. 137, # 21, p. 6932 - 6940
[5] Patent: US2017/247324, 2017, A1. Location in patent: Paragraph 0284; 0285 |
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