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Fmoc-4-nitro-L-phenylalanine

CAS No.
95753-55-2
Chemical Name:
Fmoc-4-nitro-L-phenylalanine
Synonyms
FMOC-PHE(4-NO2)-OH;FMOC-PHE(NO2)-OH;FMOC-PHE(4''-NO2);FMOC-L-PHE(4-NO2);FMOC-L-4-NITROPHE;Fmoc-Phe(4-NO)-OH;FMOC-PHE(P-NO2)-OH;FMOC-PNO2-L-PHE-OH;FMOC-(P-NO2)PHE-OH;Fmoc-Phe(p-N02)-0H
CBNumber:
CB7782510
Molecular Formula:
C24H20N2O6
Molecular Weight:
432.43
MDL Number:
MFCD00057810
MOL File:
95753-55-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 03:45:43
Product description Number Pack Size Price
Fmoc-Phe(4-NO₂)-OH Novabiochem? 8.52029 1g $50.5
Fmoc-Phe(4-NO₂)-OH Novabiochem? 8.52029 5G $194
Fmoc-Phe(4-NO₂)-OH Novabiochem? 8.52029 25g $765
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-nitro-L-phenylalanine >98.0%(HPLC)(T) F0443 1g $30
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-nitro-L-phenylalanine >98.0%(HPLC)(T) F0443 5g $87
More product size

Fmoc-4-nitro-L-phenylalanine Properties

Melting point 213-223℃
Boiling point 692.3±55.0 °C(Predicted)
Density 1.371±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,2-8°C
solubility almost transparency in N,N-DMF
pka 3.59±0.10(Predicted)
form powder to crystal
color White to Light yellow
BRN 5178656
Major Application peptide synthesis
InChIKey RZRRJPNDKJOLHI-QFIPXVFZSA-N
SMILES [N+](=O)([O-])c1ccc(cc1)C[C@H](NC(=O)OCC2c3c(cccc3)c4c2cccc4)C(=O)O
CAS DataBase Reference 95753-55-2(CAS DataBase Reference)
UNSPSC Code 12352209
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi
Safety Statements  22-24/25
WGK Germany  3
HS Code  2924 29 70
HazardClass  IRRITANT
Storage Class 11 - Combustible Solids
NFPA 704
1
0 0

Fmoc-4-nitro-L-phenylalanine price More Price(83)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.52029 Fmoc-Phe(4-NO₂)-OH Novabiochem? 95753-55-2 1g $50.5 2026-04-30 Buy
Sigma-Aldrich 8.52029 Fmoc-Phe(4-NO₂)-OH Novabiochem? 95753-55-2 5G $194 2026-04-30 Buy
Sigma-Aldrich 8.52029 Fmoc-Phe(4-NO₂)-OH Novabiochem? 95753-55-2 25g $765 2026-04-30 Buy
TCI Chemical F0443 N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-nitro-L-phenylalanine >98.0%(HPLC)(T) 95753-55-2 1g $30 2026-04-30 Buy
TCI Chemical F0443 N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-nitro-L-phenylalanine >98.0%(HPLC)(T) 95753-55-2 5g $87 2026-04-30 Buy
Product number Packaging Price Buy
8.52029 1g $50.5 Buy
8.52029 5G $194 Buy
8.52029 25g $765 Buy
F0443 1g $30 Buy
F0443 5g $87 Buy

Fmoc-4-nitro-L-phenylalanine Chemical Properties,Uses,Production

Chemical Properties

White powder

Uses

Fmoc-Phe(4-NO2)-OH is used to prepare squaric acid derivatives as VLA-4 integrin antagonists. It is also an intermediate used in the synthesis of analogs of kahalalide F.

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

Synthesis

4-Nitro-3-phenyl-L-alanine

949-99-5

N-(9-Fluorenylmethoxycarbonyloxy)succinimide

82911-69-1

Fmoc-4-nitro-L-phenylalanine

95753-55-2

GENERAL STEPS: 37.7 g (0.179mol) of (S)-2-amino-3-(4-nitrophenyl)propionic acid was suspended in 200 mL of a 2% NaOH aqueous solution, and 80 mL of acetonitrile was added until completely dissolved. To this solution was added 61.8 g (0.183 mol) of 9-fluorenylmethyl-N-succinimidyl carbonate suspended in 100 mL of acetonitrile. The reaction mixture was stirred at room temperature for 3 h and subsequently acidified to pH 4-5 with 5% HCl. The precipitated white crystals were collected by filtration, washed with ethyl acetate and dried. The product was recrystallized by ethanol-dioxane (50:50) solvent mixture. The yields were 67% (3a) and 71% (3b), respectively. The melting point was 230 °C (literature value 233-234 °C [10]).IR spectrum (ν, cm-1): 3429, 3202, 1724, 1693, 1601, 1520, 1447, 1354, 1223, 1057, 856, 760, 741.1H NMR spectrum (DMSO-d6, δ, ppm): 2.90- 3.09 (m, 1H, CH2), 3.25 (dd, 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).13C NMR spectra (DMSO-d6, δ, 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]+. Molecular formula C24H20N2O6, calculated molecular weight 432.1321.

References

[1] Tetrahedron Letters, 1999, vol. 40, # 36, p. 6557 - 6560
[2] Russian Journal of Organic Chemistry, 2016, vol. 52, # 11, p. 1681 - 1685
[3] Zh. Org. Khim., 2016, vol. 52, # 11, p. 1686 - 1690,5

63-91-2
95753-55-2
Synthesis of Fmoc-4-nitro-L-phenylalanine from L-Phenylalanine
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View Lastest Price from Fmoc-4-nitro-L-phenylalanine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Fmoc-Phe(4-NO2)-OH pictures 2026-07-27 Fmoc-Phe(4-NO2)-OH
95753-55-2
1kg 98% 1T Sichuan HongRi Pharma-Tech Co.,Ltd
Fmoc-Phe(4-NO2)-OH pictures 2020-01-06 Fmoc-Phe(4-NO2)-OH
95753-55-2
$1.00 1g 98% 100KG Sichuan Jiaying Lai Technology Co.,LTD
Fmoc-4-nitro-L-phenylalanine pictures 2019-07-06 Fmoc-4-nitro-L-phenylalanine
95753-55-2
$20.00 10KG 99% 100kg Career Henan Chemical Co

Fmoc-4-nitro-L-phenylalanine Spectrum

Fmoc-Phe(4-NO2)-OH 9-FLUORENYLMETHOXYCARBONYL-P-NITRO-L-PHENYLALANINE 4-Nitro-L-phenylalanine, N-FMOC protected Fmoc-L-4-NO2-Phe-OH NALPHA-9-Fluorenylmethoxycarbonyl-3-(4-nitrophenyl)-L-alanine N-(9-Fluorenylmethyloxycarbonyl)-L-4-nitrophenylalanine FMOC-4-NITRO PHENYLALANINE FMOC-4-NITRO-PHE-OH (S)-2-(FLUORENYLMETHOXYCARBONYLAMINO)-3-(4-NITROPHENYL)PROPANOIC ACID RARECHEM BK PT 0075 N-ALPHA-FMOC-4-NITRO-L-PHENYLALANINE N-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-4-NITRO-L-PHENYLALANINE N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-4-NITROPHENYLALANINE N-FMOC-P-NITRO-L-PHENYLALANINE N-FMOC-4-NITRO-L-PHENYLALANINE N-α-Fmoc-4-Nitro-L-Phenylananine FMOC-PHE(4''-NO2) N-fluorenylmethoxycarbonyl-p-nitro-L-phenylalanine FMOC-PHE(P-NO2)-OH FMOC-PNO2-L-PHE-OH FMOC-(P-NO2)PHE-OH FMOC-P-NITRO-PHENYLALANINE FMOC-P-NITRO-PHE-OH FMOC-L-PHE(4-NO2) FMOC-L-PHE(4-NO2)-OH FMOC-L-4-NITROPHE FMOC-L-4-NITROPHENYLALANINE FMOC-4-NITRO-L-PHENYLALANINE FMoc-L-4-NO2-Phe-OH FMoc-4-Nitro-L-Phenylalanine N-Fmoc-4-nitro-L-phenylalanine Fmoc-Phe(4-NO2)-OH (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoic acid N-Fmoc-4-Nitro-L-phenylalanine (Fmoc-Phe(4-NO2)-OH ,99% (HPLC) FMoc-4Nethoxyphenylalanine Fmoc-Phe(4-NO2)-OH H2O (S)-Fmoc-2-amino-3-(4-nitrophenyl)propionic acid Fmoc-4-nitro-L-phenylalanine99% Fmoc-p-nitro-L-Phe-OH Fmoc-Phe(4-NO)-OH Novabiochem Fmoc-4-Nitro-L-Phe-Hydrate (9H-Fluoren-9-yl)MethOxy]Carbonyl Phe(4-NO2)-OH (2S)-2-[[9H-fluoren-9-ylmethoxy(oxo)methyl]amino]-3-(4-nitrophenyl)propanoic acid (2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(4-nitrophenyl)propanoic acid Fmoc-Phe(4-NO)-OH N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-nitro-L-phenylalanine> L-Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-nitro- Fmoc-4-nitro-L-phenylalanine USP/EP/BP N-(9-Fluorenyl methoxy carbonyl)-4-nitrophenylalanine Fmoc-4-nitro-l-phenylalanine, 98%+ FMOC-4-Nitro-L-Phenylalanine extrapure (FMOC-L-Phe(4NO2)-OH), 98% N-Fmoc-4-nitro-L-phenylalanine, 98%, Fmoc-4-nitro-L-phenylalanine 98% Fmoc-Phe(p-N02)-0H FMOC-PHE(4-NO2)-OH FMOC-PHE(NO2)-OH 95753-55-2 Unnatural Amino Acid Derivatives Peptide Synthesis Phenylalanine Derivatives