tert-butyl 3-(2-fluorophenyl)-3-hydroxyazetidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 3-(2-fluorophenyl)-3-hydroxyazetidine-1-carboxylate
• CAS No.: 1225439-46-2
• Molecular Formula: C₁₄H₁₈FNO₃
• Molecular Weight: 267.3
• Mol file: 1225439-46-2.mol

Synonyms:tert-butyl 3-(2-fluorophenyl)-3-hydroxyazetidine-1-carboxylate

Chemical Property of tert-butyl 3-(2-fluorophenyl)-3-hydroxyazetidine-1-carboxylate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 3-(2-fluorophenyl)-3-hydroxyazetidine-1-carboxylate

There total 2 articles about tert-butyl 3-(2-fluorophenyl)-3-hydroxyazetidine-1-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: 61.0%

o-fluorobromobenzene (1072-85-1) + tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) → tert-butyl 3-(2-fluorophenyl)-3-hydroxyazetidine-1-carboxylate (1225439-46-2)

Guidance literature:

o-fluorobromobenzene; With n-butyllithium; In diethyl ether; hexane; at -78 - -60 ℃; for 0.583333h; Inert atmosphere;

tert-butyl 3-oxoazetidine-1-carboxylate; In diethyl ether; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/acs.joc.0c00986

Reference yield:

→ tert-butyl 3-(2-fluorophenyl)-3-hydroxyazetidine-1-carboxylate (1225439-46-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

Reference yield: 79.0%

1-iodo-butane (542-69-8) + tert-butyl 3-(2-fluorophenyl)-3-hydroxyazetidine-1-carboxylate (1225439-46-2) → 3-butoxy-3-(2-fluorophenyl)-1-(tert-butoxycarbonyl)azetidine (1225439-47-3)

Guidance literature:

tert-butyl 3-(2-fluorophenyl)-3-hydroxyazetidine-1-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h; Inert atmosphere;

1-iodo-butane; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

upstream raw materials:

o-fluorobromobenzene

tert-butyl 3-oxoazetidine-1-carboxylate

Downstream raw materials:

3-butoxy-3-(2-fluorophenyl)-1-(tert-butoxycarbonyl)azetidine