Fmoc-L-Phe(4-NO2)-OH | Nitroes

Fmoc-Phe(4-NO₂)-OH is an amino acid derivative with a fluoro group, commonly used in solid-phase peptide synthesis and biochemical research. It has potential applications in synthesizing peptides containing special functional groups.

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Quality Control of Fmoc-Phe(4-NO2)-OH Purity: 98% SDS Specification

COA

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NMR

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CNMR

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Product Details of Fmoc-Phe(4-NO2)-OH

CAS No. :	95753-55-2
Formula :	C₂₄H₂₀N₂O₆
M.W :	432.43
SMILES Code :	O=C(O)[C@H](CC1=CC=C([N+]([O-])=O)C=C1)NC(OCC2C3=CC=CC=C3C4=CC=CC=C24)=O
MDL No. :	MFCD00057810
InChI Key :	RZRRJPNDKJOLHI-QFIPXVFZSA-N
Pubchem ID :	7016054

Safety of Fmoc-Phe(4-NO2)-OH

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of Fmoc-Phe(4-NO2)-OH

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 95753-55-2 ]

[ 95753-55-2 ] Synthesis Path-Downstream 1~35

1
[ 28920-43-6 ]
[ 949-99-5 ]
[ 95753-55-2 ]

References: [1]Journal of the Chemical Society. Perkin transactions II,1984,p. 1723 - 1728.
[2]Bioorganic and Medicinal Chemistry Letters,1997,vol. 7,p. 715 - 718.

2
[ 20866-48-2 ]
[ 71989-14-5 ]
[ 95753-55-2 ]
(R)-N₅-(tert.-butoxy-carbonyl)-N₂-(9-fluorenylmethoxycarbonyl)-ornithine [ No CAS ]
[ 106327-79-1 ]

References: [1]Journal of Medicinal Chemistry,1987,vol. 30,p. 2094 - 2099.

3
[ 95753-55-2 ]
[ 95753-56-3 ]

References: [1]Bioorganic and Medicinal Chemistry Letters,1997,vol. 7,p. 715 - 718.
[2]Journal of the Chemical Society. Perkin transactions II,1984,p. 1723 - 1728.
[3]Tetrahedron Letters,1999,vol. 40,p. 6557 - 6560.
[4]Journal of Medicinal Chemistry,2013,vol. 56,p. 1262 - 1275.
[5]Russian Journal of Organic Chemistry,2016,vol. 52,p. 1681 - 1685.
Zh. Org. Khim.,2016,vol. 52,p. 1686 - 1690,5.

4
[ 949-99-5 ]
[ 82911-69-1 ]
[ 95753-55-2 ]

Yield	Reaction Conditions	Operation in experiment
67%	With sodium hydroxide; In water; acetonitrile; at 20℃; for 3h;	A solution of 80 mL of acetonitrile was added to a suspension of 37.7 g (0.179 mol) of acid 2a and 2b in 200 mL of 2% NaOH aqueous solution until complete dissolution. A solution of 61.8 g (0.183 mol) of suspension of Fmoc-OSu in 100 mL of acetonitrile was added to this solution. The reaction mixture was stirred for 3 hours at room temperature and acidified with 5% HCl to pH 4-5. The precipitated white crystals were filtered off, washed with ethyl acetate, and dried. The reaction product was recrystallized from ethanol-dioxane mixture, 50 : 50. Yield 67% (3a), 71% (3b). mp 230C (mp 233-234C [10]). IR spectrum nu, cm-1: 3429, 3202, 1724, 1693, 1601, 1520, 1447, 1354, 1223, 1057, 856, 760, 741. 1 NMR spectrum (DMSO-d6), delta, ppm: 2.90-3.09 m (1H, CH2), 3.25 d.d (1H, CH2, 2J 13.7, 3J 4.3 Hz), 4.13-4.34 m (4H, 2CH2, 2CH), 7.23-7.45 m (4Harom), 7.54 d (2Harom, 3J 8.6 Hz), 7.60-7.64 m (2Harom), 7.79 d (1H, NH, 3J 8.6 Hz), 7.88 d (2Harom, 3J 7.5 Hz ), 8.14 d (2Harom, 3J 8.6 Hz ), 12.93 s (1H, COOH). 13 NMR spectrum (DMSO-d6), delta, ppm: 36.62 (CH2), 47.03 (CH), 55.25 (CH), 66.03 (CH2), 120.56, 123.69, 125.62, 127.45, 128.07, 130.94, 141.16, 144.20, 146.73 (arom), 156.39 (CONH), 173.27 (COOH). Mass spectrum (ESI), m/z: 455.1214 [M + Na]+. C24H20N2O6. Calculated M 432.1321.

References: [1]Tetrahedron Letters,1999,vol. 40,p. 6557 - 6560.
[2]Russian Journal of Organic Chemistry,2016,vol. 52,p. 1681 - 1685.
Zh. Org. Khim.,2016,vol. 52,p. 1686 - 1690,5.

5
[ 98946-18-0 ]
[ 95753-55-2 ]
[ 381222-37-3 ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 36 - 46.

6
[ 112883-29-1 ]
[ 135248-89-4 ]
[ 95753-55-2 ]
[ 35737-15-6 ]
H₂N-4-NO₂-Phe-c[Cys-Tyr-D-Trp-Lys-Val-Cys]-Tyr-NH₂ [ No CAS ]

References: [1]Molecular Pharmacology,1996,vol. 50,p. 709 - 715.

7
[ 105047-45-8 ]
[ 95753-55-2 ]
[ 35737-15-6 ]
[ 157355-80-1 ]
JF-04-27 [ No CAS ]