CID 7015171

Base Information

• Chemical Name: CID 7015171
• CAS No.: 2002-22-4
• Molecular Formula: C6H9N3O2S
• Molecular Weight: 187.222
• Hs Code.: 2933290090
• Mol file: 2002-22-4.mol

Synonyms:

Chemical Property of CID 7015171

Chemical Property:

• Vapor Pressure: 1.06E-06mmHg at 25°C
• Melting Point: 320-325 °C
• Refractive Index: 1.695
• Boiling Point: 376.3 °C at 760 mmHg
• PKA: pK1:1.84(＋1);pK2:8.47(0);pK3:11.4(SH) (25°C)
• Flash Point: 181.4 °C
• PSA: 130.80000
• Density: 1.52 g/cm³
• LogP: 0.35310
• Storage Temp.: -15°C
• Solubility.: Aqueous Acid (Slightly)
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 187.04154771
• Heavy Atom Count: 12
• Complexity: 246

Purity/Quality:

98%min ^*data from raw suppliers

2-Mercapto-L-histidine ^*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-])[NH3+]
• Isomeric SMILES: C1=C(NC(=S)N1)C[C@@H](C(=O)[O-])[NH3+]
• Uses: An intermediate in the formation of L-egothioneine, a natural amino acid ubiquitously present in cells and tissues of most plants and mammalian species. In humans, L-ergothioneine is found in red blo od cells, liver, kidney, brain, seminal fluid, and cataract-free lenses at concentrations ranging from 100 uM to 2 mM. L-ergothioneine is exclusively biosynthesized in fungi and mycobacteria. Hence, humans assimilate it through dietary intake. An intermediate in the formation of L-egothioneine, a natural amino acid ubiquitously present in cells and tissues of most plants and mammalian species. In humans, L-ergothioneine is found in red blood cells, liver, kidney, brain, seminal fluid, and cataract-free lenses at concentrations ranging from 100 uM to 2 mM. L-ergothioneine is exclusively biosynthesized in fungi and mycobacteria. Hence, humans assimilate it through dietary intake.L-ergothioneine has been proven to act as an antioxidant in vivo and to afford protection from g and UV radiation as well as from singlet oxygen in vivo. Recently, it has been shown that L-ergothioneine protects isolated perfused heart against the deleterious effect of post-ischemic reperfusion.The intermediate, 2-mercaptohistine has been used for the

Technology Process of CID 7015171

There total 21 articles about CID 7015171 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

Downstream raw materials:

L-histidine

Refernces

• 1、 Daunay, Sylvain,Lebel, Remi,Farescour, Laurence,Yadan, Jean-Claude,Erdelmeier, Irene. "Short protecting-group-free synthesis of 5-acetylsulfanyl-histidines in water: Novel precursors of 5-sulfanyl-histidine and its analogues". supporting information. p. 10473 - 10480. Retrieved 2016/11/18.
• 2、 -. "METHOD FOR THE SYNTHESIS OF 2-THIOHISTIDINE AND THE LIKE". Page/Page column 7. . Retrieved 2013/02/28.