tertiary butyl 3-((cyclopentyloxy)(3,4-dichlorophenyl)methyl)azetidine-1-carboxylate

Base Information

• Chemical Name: tertiary butyl 3-((cyclopentyloxy)(3,4-dichlorophenyl)methyl)azetidine-1-carboxylate
• CAS No.: 1427004-89-4
• Molecular Formula: C₂₀H₂₇Cl₂NO₃
• Molecular Weight: 400.345
• Mol file: 1427004-89-4.mol

Synonyms:tertiary butyl 3-((cyclopentyloxy)(3,4-dichlorophenyl)methyl)azetidine-1-carboxylate

Chemical Property of tertiary butyl 3-((cyclopentyloxy)(3,4-dichlorophenyl)methyl)azetidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tertiary butyl 3-((cyclopentyloxy)(3,4-dichlorophenyl)methyl)azetidine-1-carboxylate

There total 5 articles about tertiary butyl 3-((cyclopentyloxy)(3,4-dichlorophenyl)methyl)azetidine-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: 73.0%

Cyclopentanol (96-41-3) + tertiary butyl 3-(1-(3,4-dichlorophenyl)-2-(methylsulfonyl)oxymethyl)azetidine-1-carboxylate (1427004-87-2) → tertiary butyl 3-((cyclopentyloxy)(3,4-dichlorophenyl)methyl)azetidine-1-carboxylate (1427004-89-4)

Guidance literature:

at 80 ℃; for 24h;

Reference yield:

tert-butyl 3-formylazetidine-1-carboxylate (177947-96-5) → tertiary butyl 3-((cyclopentyloxy)(3,4-dichlorophenyl)methyl)azetidine-1-carboxylate (1427004-89-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 3 h / 0 °C

1.2: 1 h / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 10 h / 0 °C

3.1: 24 h / 80 °C

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

Reference yield:

1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid (142253-55-2) → tertiary butyl 3-((cyclopentyloxy)(3,4-dichlorophenyl)methyl)azetidine-1-carboxylate (1427004-89-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran / 4 h / 0 °C

1.2: 0.5 h / 0 - 20 °C

2.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 3 h / -78 °C

2.2: 1 h / -78 °C

3.1: tetrahydrofuran / 3 h / 0 °C

3.2: 1 h / 0 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 10 h / 0 °C

5.1: 24 h / 80 °C

With oxalyl dichloride; dimethylsulfide borane complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

tert-butyl 3-formylazetidine-1-carboxylate

tertiary butyl 3-((3,4-dichlorophenyl)(hydroxy)methyl)azetidine-1-carboxylate

Cyclopentanol

tertiary butyl 3-(1-(3,4-dichlorophenyl)-2-(methylsulfonyl)oxymethyl)azetidine-1-carboxylate

Refernces

• 1、 -. "AZETIDINE DERIVATIVE AND ANTIDEPRESSANT COMPOSITION CONTAINING SAME". Paragraph 0161; 0162; 0163. . Retrieved 2014/07/23.