2-Thiolhistidine

Base Information

• Chemical Name: 2-Thiolhistidine
• CAS No.: 13552-61-9
• Molecular Formula: C₆H₉N₃O₂S
• Molecular Weight: 187.222
• Hs Code.: 2933290090
• UNII: 80WXM66177
• DSSTox Substance ID: DTXSID90929034
• Nikkaji Number: J3.043.058A
• Wikidata: Q27269175
• Mol file: 13552-61-9.mol

Synonyms:2-thiol-L-histidine;2-thiolhistidine;histidine-2-thiol

Chemical Property of 2-Thiolhistidine

Chemical Property:

• Vapor Pressure: 1.06E-06mmHg at 25°C
• Boiling Point: 376.3°Cat760mmHg
• PKA: 2.27±0.10(Predicted)
• Flash Point: 181.4°C
• PSA: 130.80000
• Density: 1.52g/cm³
• LogP: 0.35310
• XLogP3: -3.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 187.04154771
• Heavy Atom Count: 12
• Complexity: 251

Purity/Quality:

99% ^*data from raw suppliers

2-THIOLHISTIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NC(=S)N1)CC(C(=O)O)N

Technology Process of 2-Thiolhistidine

There total 15 articles about 2-Thiolhistidine 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: 86.0%

C11H17N3O4S (89765-68-4) → 2-mercapto-L-histidine (2002-22-4,13552-61-9,51302-10-4)

Guidance literature:

With hydrogenchloride; In ethyl acetate;

DOI:10.1039/c2gc35367a

Reference yield: 86.0%

C16H25N3O6S (1027163-92-3) + C16H25N3O6S (1392219-77-0) → 2-mercapto-L-histidine (2002-22-4,13552-61-9,51302-10-4)

Guidance literature:

With hydrogenchloride; In dichloromethane;

DOI:10.1039/c2gc35367a

Reference yield: 55.0%

α,δ-dibenzoyl-γ-oxoornithine methyl ester (6298-07-3,78420-26-5,78420-25-4) + potassium thioacyanate (333-20-0) → 2-mercapto-L-histidine (2002-22-4,13552-61-9,51302-10-4)

Guidance literature:

α,δ-dibenzoyl-γ-oxoornithine methyl ester; With hydrogenchloride; In water; at 90 - 93 ℃;

potassium thioacyanate; In water; at 80 - 90 ℃; for 3h;

upstream raw materials:

di-tert-butyl dicarbonate

l-histidine methyl ester dihydrochloride

methyl (S)-2-<(1,1-dimethylethoxycarbonyl)amino>-3-(2-mercapto-1H-imidazol-4-yl)propionate

methyl (S)-3-<1-(1,1-dimethylethoxycarbonyl)-1H-imidazol-5-yl>-2-<(1,1-dimethylethoxycarbonyl)amino>propionate