N(im)-Trityl-L-histidine-propylamide

Base Information

• Chemical Name: N(im)-Trityl-L-histidine-propylamide
• CAS No.: 171176-63-9
• Molecular Formula: C₂₈H₃₀N₄O
• Molecular Weight: 438.572
• DSSTox Substance ID: DTXSID80584939
• Mol file: 171176-63-9.mol

Synonyms:N(im)-Trityl-L-histidine-propylamide;171176-63-9;(2s)-2-amino-n-propyl-3-(1-tritylimidazol-4-yl)propanamide;DTXSID80584939;HY-W142164;CS-0201946;N-Propyl-1-(triphenylmethyl)-L-histidinamide;J-010693;N(im)-Trityl-L-histidine-propylamide, >=95.0% (HPLC)

Chemical Property of N(im)-Trityl-L-histidine-propylamide

Chemical Property:

• Vapor Pressure: 1.23E-16mmHg at 25°C
• Boiling Point: 647.2°C at 760 mmHg
• PKA: 15.26±0.46(Predicted)
• Flash Point: 345.2°C
• PSA: 70.39000
• Density: 1.13g/cm³
• LogP: 5.28410
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 438.24196159
• Heavy Atom Count: 33
• Complexity: 547

Purity/Quality:

98%Min ^*data from raw suppliers

N(IM)-TRITYL-L-HISTIDINE-PROPYLAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCNC(=O)C(CC1=CN(C=N1)C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)N
• Isomeric SMILES: CCCNC(=O)[C@H](CC1=CN(C=N1)C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)N

Technology Process of N(im)-Trityl-L-histidine-propylamide

There total 2 articles about N(im)-Trityl-L-histidine-propylamide 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:

C43H40N4O3 (171176-61-7) → C28H30N4O (171176-63-9)

Guidance literature:

With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1021/jm101394n

Reference yield:

Fmoc-His(Trt)-OH (109425-51-6) → C28H30N4O (171176-63-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C

1.2: 20 °C

2.1: piperidine / N,N-dimethyl-formamide / 1 h / 20 °C

With piperidine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm101394n

Reference yield:

3-(tert-butyloxycarbonylamino)propionic acid (3303-84-2) + C28H30N4O (171176-63-9) → C36H43N5O4 (1262323-47-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm101394n

upstream raw materials:

C₄₃H₄₀N₄O₃

Fmoc-His(Trt)-OH

Downstream raw materials:

C₃₆H₄₃N₅O₄

Refernces

• 1、 Bertinaria, Massimo,Rolando, Barbara,Giorgis, Marta,Montanaro, Gabriele,Guglielmo, Stefano,Buonsanti, M. Federica,Carabelli, Valentina,Gavello, Daniela,Daniele, Pier Giuseppe,Fruttero, Roberta,Gasco, Alberto. "Synthesis, physicochemical characterization, and biological activities of new carnosine derivatives stable in human serum as potential neuroprotective agents". experimental part. p. 611 - 621. Retrieved 2011/03/20.