2-Amino-3-[2,5-bis[(2-amino-2-carboxyethyl)sulfanyl]-3,4-dihydroxyphenyl]propanoic acid

Base Information

• Chemical Name: 2-Amino-3-[2,5-bis[(2-amino-2-carboxyethyl)sulfanyl]-3,4-dihydroxyphenyl]propanoic acid
• CAS No.: 57954-84-4
• Molecular Formula: C₁₅H₂₁N₃O₈S₂
• Molecular Weight: 435.479
• ChEMBL ID: CHEMBL263572
• Mol file: 57954-84-4.mol

Synonyms:CHEMBL263572

Chemical Property of 2-Amino-3-[2,5-bis[(2-amino-2-carboxyethyl)sulfanyl]-3,4-dihydroxyphenyl]propanoic acid

Chemical Property:

• Vapor Pressure: 1.2E-21mmHg at 25°C
• Boiling Point: 718.2°Cat760mmHg
• PKA: 2.02±0.10(Predicted)
• Flash Point: 388.2°C
• PSA: 281.02000
• Density: 1.71g/cm³
• LogP: 1.16110
• XLogP3: -8.3
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 11
• Exact Mass: 435.07700698
• Heavy Atom Count: 28
• Complexity: 569

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=C(C(=C1SCC(C(=O)O)N)O)O)SCC(C(=O)O)N)CC(C(=O)O)N

Technology Process of 2-Amino-3-[2,5-bis[(2-amino-2-carboxyethyl)sulfanyl]-3,4-dihydroxyphenyl]propanoic acid

There total 2 articles about 2-Amino-3-[2,5-bis[(2-amino-2-carboxyethyl)sulfanyl]-3,4-dihydroxyphenyl]propanoic acid 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: 14.4%

L-Cysteine (52-90-4) + levodopa (59-92-7,90638-38-3) → 3-<(R)-2-amino-2-carboxyethylthio>-5-<(S)-2-amino-2-carboxyethyl>-1,2-dihydroxybenzene (19641-92-0) + 2-S-cysteinyl-3,4-dihydroxyphenylalanine (25565-17-7) + 2,5-S,S-dicysteinyl-3,4-dihydroxyphenylalanine (57954-84-4)

Guidance literature:

With dihydrogen peroxide; edetate disodium; iron(II) sulfate; In water; for 0.166667h;

DOI:10.1246/bcsj.56.365

Reference yield:

→ 2,5-S,S-Dicysteinyldopa (57954-84-4)

Guidance literature:

L-Dopa, L-Cystein, 'mushroomtyrosinase', (neben Isomeren I, II, III);

DOI:10.1007/BF01946005

upstream raw materials:

L-Cysteine

levodopa