tert-butyl 1-(4-(5-(3-phenyl-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-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate
• CAS No.: 1236188-84-3
• Molecular Formula: C₂₇H₂₅F₃N₄O₄
• Molecular Weight: 526.515
• Mol file: 1236188-84-3.mol

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

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

There total 10 articles about tert-butyl 1-(4-(5-(3-phenyl-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: 80.0%

(Z)-tert-butyl 1-(4-(N-hydroxycarbamimidoyl)benzyl)azetidine-3-carboxylate (1236144-54-9,1236148-77-8) + 3-phenyl-4-(trifluoromethyl)isoxazole-5-carbonyl fluoride (1236188-83-2) → tert-butyl 1-(4-(5-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate (1236188-84-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b00089

Reference yield: 66.9%

C27H27F3N4O5 → tert-butyl 1-(4-(5-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate (1236188-84-3)

Guidance literature:

With dmap; In acetonitrile; at 65 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/acs.oprd.6b00112

Reference yield:

3-phenyl-4-(trifluoromethyl)isoxazole-5-carboxylic acid (1236188-80-9) → tert-butyl 1-(4-(5-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate (1236188-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoro-[1,3,5]triazine; pyridine / dichloromethane / 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C / Inert atmosphere

With pyridine; trifluoro-[1,3,5]triazine; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;

DOI:10.1021/acs.jmedchem.6b00089

upstream raw materials:

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

3-phenyl-4-(trifluoromethyl)isoxazole-5-carbonyl fluoride

O₁-benzyl-O₃-tert-butylazetidine-1,3-dicarboxylate

(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)methanol

Downstream raw materials:

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