4-Fluorobenzyltrozamicol

Base Information

• Chemical Name: 4-Fluorobenzyltrozamicol
• CAS No.: 154824-77-8
• Molecular Formula: C₂₃H₂₉FN₂O
• Molecular Weight: 367.496
• DSSTox Substance ID: DTXSID50935075
• Wikidata: Q82911079
• Mol file: 154824-77-8.mol

Synonyms:4-F(18)fluorobenzyl-trozamicol;4-fluorobenzyltrozamicol;4-fluorobenzyltrozamicol, (trans-(-))-stereoisomer;F(18)FBT;p-(18F)fluorobenzyltrozamicol;p-FBT

Chemical Property of 4-Fluorobenzyltrozamicol

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.179g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 367.228926
• Heavy Atom Count: 27
• Complexity: 440

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN(CCC1C2=CC=CC=C2)C3CN(CCC3O)CC4=CC=C(C=C4)F
• Isomeric SMILES: C1CN(C[C@@H]([C@H]1O)N2CCC(CC2)C3=CC=CC=C3)CC4=CC=C(C=C4)[18F]

Technology Process of 4-Fluorobenzyltrozamicol

There total 2 articles about 4-Fluorobenzyltrozamicol 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:

4-[18F]fluorobenzaldehyde (115109-21-2) + (3'R,4'R)-4-Phenyl-[1,3']bipiperidinyl-4'-ol; hydrochloride → (+)-[18F]fluorobenzyltrozamicol (154824-77-8)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In dimethyl sulfoxide; at 130 ℃; Yield given;

Reference yield:

[18F]4'-fluorobenzyl iodide (134430-72-1) + (3'R,4'R)-4-Phenyl-[1,3']bipiperidinyl-4'-ol → (+)-[18F]fluorobenzyltrozamicol (154824-77-8)

Guidance literature:

Heating;

upstream raw materials:

4-[18F]fluorobenzaldehyde

[18F]4'-fluorobenzyl iodide

Refernces

High regiocontrol in the nucleophilic ring opening of 1-aralkyl-3,4- epoxypiperidines with amines - A short-step synthesis of 4- fluorobenzyltrozamicol and novel anilidopiperidines

10.1016/j.tet.2011.03.045

The research focuses on the nucleophilic ring-opening reactions of 1-aralkyl-3,4-epoxypiperidines with various aliphatic and aromatic amines. The main objective was to develop a short-step synthesis method for 4-fluorobenzyltrozamicol and novel anilidopiperidines with high regiocontrol. The study utilized different solvents, including protic solvents like 2-propanol and acetonitrile, with and without the assistance of metal salts such as LiBr and LiClO4 to achieve high regioselectivity in the formation of 3-amino-piperidin-4-ols and 4-amino-piperidin-3-ols. The experiments involved the synthesis of 1-aralkyl-3,4-epoxypiperidines, their ring-opening with amines, and subsequent transformations to form the desired compounds. The research also explored the steric effects on regioselectivity and provided structural correlations through NMR analysis. The products were characterized using techniques such as HPLC, NMR, and mass spectrometry, with detailed analyses of the ratios of regioisomers and the yields of the synthesized compounds.

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