1-Azetidinecarboxylicacid,3-ethyl-3-hydroxy-,1,1-dimethylethylester(9CI)

Base Information

• Chemical Name: 1-Azetidinecarboxylicacid,3-ethyl-3-hydroxy-,1,1-dimethylethylester(9CI)
• CAS No.: 398489-28-6
• Molecular Formula: C10H19 N O3
• Molecular Weight: 201.26
• Mol file: 398489-28-6.mol

Synonyms:3-Ethyl-3-hydroxyazetidine-1-carboxylicacid tert-butyl ester

Chemical Property of 1-Azetidinecarboxylicacid,3-ethyl-3-hydroxy-,1,1-dimethylethylester(9CI)

Chemical Property:

• PSA: 49.77000
• LogP: 1.31610

Purity/Quality:

97% ^*data from raw suppliers

3-ETHYL-3-HYDROXY-1-AZETIDINECARBOXYLIC ACID-1,1-DIMETHYLETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Azetidinecarboxylicacid,3-ethyl-3-hydroxy-,1,1-dimethylethylester(9CI)

There total 2 articles about 1-Azetidinecarboxylicacid,3-ethyl-3-hydroxy-,1,1-dimethylethylester(9CI) 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: 98.0%

tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) + ethylmagnesium bromide (925-90-6) → tert-butyl 3-ethyl-3-hydroxyazetidine-1-carboxylate (398489-28-6)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 5h; Inert atmosphere;

Reference yield:

tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) + ethylmagnesium chloride (2386-64-3) → tert-butyl 3-ethyl-3-hydroxyazetidine-1-carboxylate (398489-28-6)

Guidance literature:

In tetrahydrofuran; at -30 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02847 DOI:10.1021/acs.orglett.8b02848

Reference yield:

tert-butyl 3-ethyl-3-hydroxyazetidine-1-carboxylate (398489-28-6) → tert-butyl 3-ethyl-4-(3-nitrophenyl)azete-1(2H)-carboxylate

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 - 0 °C / Inert atmosphere

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydroxide / water / 48 h / 20 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium hydride; sodium hydroxide; In tetrahydrofuran; water; 3.1: |Suzuki Coupling;

DOI:10.1021/acs.orglett.7b02847

upstream raw materials:

tert-butyl 3-oxoazetidine-1-carboxylate

ethylmagnesium chloride

ethylmagnesium bromide

Downstream raw materials:

(3-(4-((3-ethyl-3-hydroxyazetidin-1-yl)methyl)phenoxy)azetidin-1-yl)(5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methanone