3-Azidooxetane

Base Information

• Chemical Name: 3-Azidooxetane
• CAS No.: 81764-67-2
• Molecular Formula: C₃H₅N₃O
• Molecular Weight: 99.0922
• Mol file: 81764-67-2.mol

Synonyms:3-Azidooxetane

Chemical Property of 3-Azidooxetane

Chemical Property:

Purity/Quality:

99.3% ^*data from raw suppliers

3-Azidooxetane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Azidooxetane

There total 2 articles about 3-Azidooxetane 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: 86.0%

oxetan-3-yl 4-methylbenzenesulfonate (26272-83-3) → 3-Azidooxetane (81764-67-2)

Guidance literature:

With sodium azide; In various solvent(s); at 120 - 130 ℃; for 0.5h; under 7 - 10 Torr;

DOI:10.1021/jo00166a003

Reference yield: 69.0%

oxetan-3-yl methane sulfonate (148430-81-3) → 3-Azidooxetane (81764-67-2)

Guidance literature:

With sodium azide; In dimethyl sulfoxide; at 100 ℃; for 36h;

DOI:10.1021/acs.joc.1c01060

Reference yield: 73.8%

methyl 2,2-dimethyl-3-(4-methyl-3-(((S)-4-methyl-1,1-dioxido-4,5-dihydropyrido[4,3-f][1,2]thiazepin-2(3H)-yl)methyl)phenyl)-3-(prop-2-yn-1-yloxy)propanoate + 3-Azidooxetane (81764-67-2) → 2,2-dimethyl-3-(4-methyl-3-(((S)-4-methyl-1,1-dioxido-4,5-dihydropyrido[4,3-f][1,2]thiazepin-2(3H)-yl)methyl)phenyl)-3-((1-(oxetan-3-yl)-1H-1,2,3-triazol-4-yl)methoxy)propanoic acid

Guidance literature:

methyl 2,2-dimethyl-3-(4-methyl-3-(((S)-4-methyl-1,1-dioxido-4,5-dihydropyrido[4,3-f][1,2]thiazepin-2(3H)-yl)methyl)phenyl)-3-(prop-2-yn-1-yloxy)propanoate; 3-Azidooxetane; With copper(l) iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; tert-butyl methyl ether; isopropyl alcohol; at 70 ℃; for 0.5h; Microwave irradiation;

With methanol; sodium hydroxide; at 80 ℃; for 0.5h; Microwave irradiation;

upstream raw materials:

oxetan-3-yl 4-methylbenzenesulfonate

oxetan-3-yl methane sulfonate

Downstream raw materials:

3-oxetanamine

Refernces

• 1、 Baum, Kurt,Berkowitz, Phillip T.,Grakauskas, Vytautas,Archibald, Thomas G.. "Synthesis of Electron-Deficient Oxetanes. 3-Azidooxetane, 3-Nitrooxetane, and 3,3-Dinitrooxetane". . p. 2953 - 2956. Retrieved 2007/10/02.