3-(1-(tert-butoxycarbonyl)azetidin-3-yl)cyclobutanecarboxylic acid

Base Information

• Chemical Name: 3-(1-(tert-butoxycarbonyl)azetidin-3-yl)cyclobutanecarboxylic acid
• CAS No.: 1989659-47-3
• Molecular Formula: C₁₃H₂₁NO₄
• Molecular Weight: 255.314
• Mol file: 1989659-47-3.mol

Synonyms:

Chemical Property of 3-(1-(tert-butoxycarbonyl)azetidin-3-yl)cyclobutanecarboxylic acid

Chemical Property:

Purity/Quality:

99%min. ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(1-(tert-butoxycarbonyl)azetidin-3-yl)cyclobutanecarboxylic acid

There total 6 articles about 3-(1-(tert-butoxycarbonyl)azetidin-3-yl)cyclobutanecarboxylic acid 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: 89.0%

3-(1-(tert-butoxycarbonyl)azetidin-3-yl)cyclobutane-1,1-dicarboxylic acid → 3-(1-(tert-butoxycarbonyl)azetidin-3-yl)cyclobutanecarboxylic acid (1989659-47-3)

Guidance literature:

With pyridine; Reflux;

DOI:10.1021/acs.joc.8b02822

Reference yield:

diethyl 3-(1-(tert-butoxycarbonyl)azetidin-3-yl)cyclobutane-1,1-dicarboxylate → 3-(1-(tert-butoxycarbonyl)azetidin-3-yl)cyclobutanecarboxylic acid (1989659-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide monohydrate / tetrahydrofuran; water

2: pyridine / Reflux

With pyridine; lithium hydroxide monohydrate; In tetrahydrofuran; water;

DOI:10.1021/acs.joc.8b02822

Reference yield:

diethyl 2-[1-(diphenylmethyl)azetidin-3-yl]propane-1,3-dioate (181941-94-6) → 3-(1-(tert-butoxycarbonyl)azetidin-3-yl)cyclobutanecarboxylic acid (1989659-47-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 72 h / 20 °C / 760.05 Torr

3.1: triethylamine; triphenylphosphine; bromine / dichloromethane / 0 - 20 °C

4.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 1 h / 25 °C

4.2: Heating

5.1: lithium hydroxide monohydrate / tetrahydrofuran; water

6.1: pyridine / Reflux

With pyridine; lithium aluminium tetrahydride; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; bromine; sodium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil; 3.1: |Appel Halogenation;

DOI:10.1021/acs.joc.8b02822

upstream raw materials:

diethyl 2-[1-(diphenylmethyl)azetidin-3-yl]propane-1,3-dioate

Refernces