3-Nitro-d-tyrosine

Base Information

• Chemical Name: 3-Nitro-d-tyrosine
• CAS No.: 32988-39-9
• Molecular Formula: C9H10 N2 O5
• Molecular Weight: 226.19
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID70353959
• Wikidata: Q27159043
• Mol file: 32988-39-9.mol

Synonyms:3-nitro-d-tyrosine;32988-39-9;(R)-2-Amino-3-(4-hydroxy-3-nitrophenyl)propanoic acid;(2R)-2-amino-3-(4-hydroxy-3-nitrophenyl)propanoic acid;SCHEMBL4502044;(R)-2-Amino-3-(4-hydroxy-3-nitrophenyl)propanoicacid;CHEBI:86270;DTXSID70353959;MFCD02684446;AKOS015955703;AS-57429;CS-0210257;N-8190;Q27159043

Chemical Property of 3-Nitro-d-tyrosine

Chemical Property:

• PSA: 129.37000
• LogP: 1.47830
• Storage Temp.: 2-8°C
• Solubility.: Aqueous Acid (Slightly), DMSO (Slightly, Heated), Sulfuric Acid (Slightly)
• XLogP3: -2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 226.05897142
• Heavy Atom Count: 16
• Complexity: 278

Purity/Quality:

98% Min ^*data from raw suppliers

3-Nitro-D-tyrosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CC(C(=O)O)N)[N+](=O)[O-])O
• Isomeric SMILES: C1=CC(=C(C=C1C[C@H](C(=O)O)N)[N+](=O)[O-])O

Technology Process of 3-Nitro-d-tyrosine

There total 1 articles about 3-Nitro-d-tyrosine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

tyrosine (556-02-5,18875-48-4,25619-78-7,30704-25-7) → 3-nitro-L-tyrosynie (32988-39-9)

Guidance literature:

With peroxynitrite; 5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on; In phosphate buffer; at 37 ℃; for 0.25h; pH=7.4; Further Variations:; Reagents; concentration dependence; Product distribution;

DOI:10.1271/bbb.66.22

Reference yield: 71.0%

3-nitro-L-tyrosynie (32988-39-9) → C9H9NO6

Guidance literature:

With sulfuric acid; sodium nitrite; at 0 ℃;

DOI:10.1016/j.bmcl.2007.05.030

Reference yield:

3-nitro-L-tyrosynie (32988-39-9) → C10H14N2O5S

Guidance literature:

Multi-step reaction with 4 steps

1: 71 percent / NaNO₂; aq. H₂SO₄ / 0 °C

2: 95 percent / H₂ / Pd/C / methanol

3: pyridine

4: EDC; HOAt; NH₃ / dimethylformamide / 20 °C

With pyridine; 1-hydroxy-7-aza-benzotriazole; sulfuric acid; ammonia; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; sodium nitrite; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.05.030

upstream raw materials:

tyrosine

Downstream raw materials:

C₁₀H₁₃NO₆S

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