4-Oxo-4-(tritylamino)butanoic acid

Base Information

• Chemical Name: 4-Oxo-4-(tritylamino)butanoic acid
• CAS No.: 6622-12-4
• Molecular Formula: C23H21 N O3
• Molecular Weight: 359.4177
• NSC Number: 56481
• UNII: 8MBX0A2RW1
• DSSTox Substance ID: DTXSID30216410
• Wikidata: Q83092636
• Mol file: 6622-12-4.mol

Synonyms:4-Oxo-4-(tritylamino)butanoic acid;8MBX0A2RW1;6622-12-4;NSC56481;UNII-8MBX0A2RW1;NSC 56481;NSC-56481;DTXSID30216410;SUCCINAMIC ACID, N-TRITYL-;BUTANOIC ACID, 4-OXO-4-((TRIPHENYLMETHYL)AMINO)-

Chemical Property of 4-Oxo-4-(tritylamino)butanoic acid

Chemical Property:

• Vapor Pressure: 2.38E-16mmHg at 25°C
• Boiling Point: 622.3°C at 760 mmHg
• Flash Point: 330.2°C
• Density: 1.2g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 359.15214353
• Heavy Atom Count: 27
• Complexity: 440

Purity/Quality:

99%min ^*data from raw 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)NC(=O)CCC(=O)O

Technology Process of 4-Oxo-4-(tritylamino)butanoic acid

There total 3 articles about 4-Oxo-4-(tritylamino)butanoic 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: 50.0%

succinic acid anhydride (108-30-5) + toluene (108-88-3,15644-74-3,16713-13-6) → 4-oxo-4-(tritylamino)butanoic acid (6622-12-4)

Guidance literature:

With dmap; triethylamine; at 100 ℃; for 13h; Inert atmosphere;

DOI:10.1002/chem.202101440

Reference yield:

N-(triphenylmethyl)succinimide (66365-49-9) → 4-oxo-4-(tritylamino)butanoic acid (6622-12-4)

Guidance literature:

With potassium hydroxide; In ethanol;

DOI:10.1021/jo01065a012

Reference yield:

trityl chloride (76-83-5) → 4-oxo-4-(tritylamino)butanoic acid (6622-12-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / acetonitrile / 20 °C

2.1: potassium hydroxide / ethanol / 48 h / Reflux

2.2: pH 2

With potassium carbonate; potassium hydroxide; In ethanol; acetonitrile;

DOI:10.1021/acs.jmedchem.9b00413

upstream raw materials:

N-(triphenylmethyl)succinimide

trityl chloride

succinic acid anhydride

toluene

Downstream raw materials:

N-Methoxy-buttersaeure-tritylamid

4-hydroxy-N-tritylbutanamide

Refernces

• 1、 Gao, Yongzhi,Van Haren, Matthijs J.,Moret, Ed E.,Rood, Johannes J. M.,Sartini, Davide,Salvucci, Alessia,Emanuelli, Monica,Craveur, Pierrick,Babault, Nicolas,Jin, Jian,Martin, Nathaniel I.. "Bisubstrate inhibitors of nicotinamide N-methyltransferase (NNMT) with enhanced activity". . p. 6597 - 6614. Retrieved 2019/08/20.