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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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
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