tert-butyl 1-(4-(5-(3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

Base Information

• Chemical Name: tert-butyl 1-(4-(5-(3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate
• CAS No.: 1236144-59-4
• Molecular Formula: C₂₆H₂₄F₃N₅O₄
• Molecular Weight: 527.503
• Mol file: 1236144-59-4.mol

Synonyms:tert-butyl 1-(4-(5-(3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

Chemical Property of tert-butyl 1-(4-(5-(3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 1-(4-(5-(3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

There total 15 articles about tert-butyl 1-(4-(5-(3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate 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: 83.0%

tert-butyl azetidine-3-carboxylate acetic acid salt (1236144-52-7) + 3-(4-(bromomethyl)phenyl)-5-(3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazole (1236144-64-1) → tert-butyl 1-(4-(5-(3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate (1236144-59-4)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; Cooling with ice;

Reference yield: 61.0%

3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazole-5-carboxylic acid (1236144-58-3) + tert-butyl 1-(4-(N′-hydroxycarbamimidoyl)benzyl)azetidine-3-carboxylate (1236144-54-9,1236148-77-8) → tert-butyl 1-(4-(5-(3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate (1236144-59-4)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; lithium chloride; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

5-(3-(pyridin-2-yl)isoxazol-5-yl)-3-p-tolyl-1,2,4-oxadiazole (1236144-60-7) → tert-butyl 1-(4-(5-(3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate (1236144-59-4)

Guidance literature:

Multi-step reaction with 4 steps

1: N-Bromosuccinimide; palladium diacetate / acetonitrile

2: copper(l) iodide; N,N,N,N,N,N-hexamethylphosphoric triamide / N,N-dimethyl-formamide

3: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile)

4: triethylamine / N,N-dimethyl-formamide

With N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; copper(l) iodide; 2,2'-azobis(isobutyronitrile); palladium diacetate; triethylamine; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2016.03.105

upstream raw materials:

tert-butyl azetidine-3-carboxylate acetic acid salt

3-(4-(bromomethyl)phenyl)-5-(3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazole

3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazole-5-carboxylic acid

tert-butyl 1-(4-(N′-hydroxycarbamimidoyl)benzyl)azetidine-3-carboxylate

Downstream raw materials:

1-(4-(5-(3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylic acid