H-His(Trt)-OH

Base Information

• Chemical Name: H-His(Trt)-OH
• CAS No.: 35146-32-8
• Molecular Formula: C25H23N3O2
• Molecular Weight: 397.477
• Hs Code.: 2933290090
• European Community (EC) Number: 609-078-6
• DSSTox Substance ID: DTXSID90428597
• Nikkaji Number: J517.960B
• Mol file: 35146-32-8.mol

Synonyms:H-His(Trt)-OH;35146-32-8;1-(TRIPHENYLMETHYL)-L-HISTIDINE;L-Histidine, 1-(triphenylmethyl)-;(2S)-2-amino-3-(1-tritylimidazol-4-yl)propanoic acid;N-im-Trityl-L-histidine;(2S)-2-amino-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid;1-Trityl-L-histidine;MFCD00153444;Nt-Trityl-L-histidine;(S)-2-Amino-3-(1-trityl-1H-imidazol-4-yl)propanoic acid;H-His(1-trt)-OH;H-His(Trt)-OH.nH2O;SCHEMBL3839522;DTXSID90428597;AKOS015854050;AKOS015909714;AM81827;CS-W013871;FD21660;HY-W013155;DS-15127;EN300-7356971;A822608;J-300148;Q-101825

Chemical Property of H-His(Trt)-OH

Chemical Property:

• Vapor Pressure: 1.62E-14mmHg at 25°C
• Melting Point: 210℃
• Refractive Index: 1.631
• Boiling Point: 584.8 °C at 760 mmHg
• PKA: 1.78±0.10(Predicted)
• Flash Point: 307.5 °C
• PSA: 81.14000
• Density: 1.19 g/cm³
• LogP: 4.37800
• Storage Temp.: −20°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 397.17902698
• Heavy Atom Count: 30
• Complexity: 505

Purity/Quality:

98%,99%, ^*data from raw suppliers

Nim-Trityl-histidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)N4C=C(N=C4)CC(C(=O)O)N
• Isomeric SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)N4C=C(N=C4)C[C@@H](C(=O)O)N
• Uses: 1-(Triphenylmethyl)-L-histidine is a reactant in the synthesis of falcitidin acyl tetrapeptides as antimalarial agent.

Technology Process of H-His(Trt)-OH

There total 10 articles about H-His(Trt)-OH 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: 95.0%

trityl chloride (76-83-5) + L-histidine (71-00-1,26062-48-6,90081-11-1) → 2-amino-3-(N-tritylimidazolyl)propionic acid (35146-32-8,199119-46-5)

Guidance literature:

L-histidine; With triethylamine; dimethylsilicon dichloride; In dichloromethane; for 4h; Reflux;

trityl chloride; In dichloromethane; for 2h; Inert atmosphere;

Reference yield: 83.0%

Fmoc-His(Trt)-OH (109425-51-6) → 2-amino-3-(N-tritylimidazolyl)propionic acid (35146-32-8,199119-46-5)

Guidance literature:

With piperidine; In tetrahydrofuran; for 2h;

Reference yield: 54.0%

trityl chloride (76-83-5) + L-histidine (71-00-1) → 2-amino-3-(N-tritylimidazolyl)propionic acid (35146-32-8,199119-46-5)

Guidance literature:

L-histidine; With dimethylsilicon dichloride; Heating;

trityl chloride; With triethylamine; In methanol;

DOI:10.1016/j.polymer.2015.03.068

upstream raw materials:

chloro-trimethyl-silane

L-Histidine

trityl chloride

dimethylsilicon dichloride

Downstream raw materials:

PhSNPPOC-histidine(Trt)-OH

[{[(S)-1-Methylcarbamoyl-2-(1-trityl-1H-imidazol-4-yl)-ethylcarbamoyl]-methyl}-(3-phenyl-propyl)-amino]-acetic acid methyl ester

Refernces

• 1、 -. "PYRROLOBENZODIAZEPINE DIMER PRECURSOR AND LIGAND-LINKER CONJUGATE COMPOUND THEREOF". Paragraph 0321; 0322. . Retrieved 2020/02/18.
• 2、 Kotturi, Santosh R.,Somanadhan, Brinda,Ch'Ng, Jun-Hong,Tan, Kevin S.-W.,Butler, Mark S.,Lear, Martin J.. "Diverted total synthesis of falcitidin acyl tetrapeptides as new antimalarial leads". supporting information. p. 1949 - 1951. Retrieved 2014/03/21.