ChemicalBook > CAS DataBase List > Fmoc-4-nitro-L-phenylalanine

Fmoc-4-nitro-L-phenylalanine

Product Name
Fmoc-4-nitro-L-phenylalanine
CAS No.
95753-55-2
Chemical Name
Fmoc-4-nitro-L-phenylalanine
Synonyms
FMOC-PHE(NO2)-OH;FMOC-PHE(4''-NO2);FMOC-L-PHE(4-NO2);FMOC-L-4-NITROPHE;Fmoc-Phe(4-NO)-OH;FMOC-PHE(4-NO2)-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
Formula Weight
432.43
MOL File
95753-55-2.mol
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Fmoc-4-nitro-L-phenylalanine Property

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
form 
powder to crystal
pka
3.59±0.10(Predicted)
color 
White to Light yellow
BRN 
5178656
CAS DataBase Reference
95753-55-2(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
2924 29 70
HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.52029
Product name
Fmoc-Phe(4-NO₂)-OH
Purity
Novabiochem?
Packaging
1g
Price
$47.4
Updated
2025/07/31
Sigma-Aldrich
Product number
8.52029
Product name
Fmoc-Phe(4-NO₂)-OH
Purity
Novabiochem?
Packaging
5G
Price
$182
Updated
2025/07/31
Sigma-Aldrich
Product number
8.52029
Product name
Fmoc-Phe(4-NO₂)-OH
Purity
Novabiochem?
Packaging
25g
Price
$718
Updated
2025/07/31
TCI Chemical
Product number
F0443
Product name
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-nitro-L-phenylalanine
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$30
Updated
2025/07/31
TCI Chemical
Product number
F0443
Product name
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-nitro-L-phenylalanine
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$87
Updated
2025/07/31
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Fmoc-4-nitro-L-phenylalanine Chemical Properties,Usage,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

949-99-5

82911-69-1

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

Fmoc-4-nitro-L-phenylalanine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Fmoc-4-nitro-L-phenylalanine manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd
Product
Fmoc-Phe(4-NO2)-OH 95753-55-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T
Release date
2023-12-13
Sichuan Jiaying Lai Technology Co.,LTD
Product
Fmoc-Phe(4-NO2)-OH 95753-55-2
Price
US $1.00/g
Min. Order
1g
Purity
98%
Supply Ability
100KG
Release date
2019-07-24
Career Henan Chemical Co
Product
Fmoc-4-nitro-L-phenylalanine 95753-55-2
Price
US $20.00/KG
Min. Order
10KG
Purity
99%
Supply Ability
100kg
Release date
2018-07-31

95753-55-2, Fmoc-4-nitro-L-phenylalanineRelated Search:

Fmoc-Phe-OH Phenprobamate 4-Nitro-3-phenyl-L-alanine D-Phenylalanine Fmoc-Aib-OH 9-Fluorenylmethyl chloroformate N-(tert-Butoxycarbonyl)-L-phenylalanine L-Phenylalanine Fmoc-OSu FMOC-L-4-Fluorophe Fmoc-L-4-Iodophenylalanine Fmoc-Tyr(Me)-OH (S)-N-FMOC-4-Chlorophenylalanine FMOC-L-9-ANTHRYLALANINE FMOC-D, L-PHE(4-C(O)NH2) FMOC-L-4-Methylphe (S)-N-Fmoc-Allylglycine FMOC-L-4-CYANOPHENYLALANINE

  • Fmoc-Phe(4-NO<sub>2</sub>)-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(4-NO2)-OH
  • FMOC-PHE(NO2)-OH
  • 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&gt
  • 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
  • 95753-55-2
  • Unnatural Amino Acid Derivatives
  • Peptide Synthesis
  • Phenylalanine Derivatives