C₂₂H₂₇NO₃

Base Information

• Chemical Name: C₂₂H₂₇NO₃
• CAS No.: 1398705-30-0
• Molecular Formula: C₂₂H₂₇NO₃
• Molecular Weight: 353.461
• Mol file: 1398705-30-0.mol

Synonyms:C₂₂H₂₇NO₃

Chemical Property of C₂₂H₂₇NO₃

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₂H₂₇NO₃

There total 3 articles about C₂₂H₂₇NO₃ 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:

tert-butyl 3-formylazetidine-1-carboxylate (177947-96-5) → C22H27NO3 (1398705-30-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

2: sodium hydride / tetrahydrofuran / 18 h / 0 °C / Reflux

With sodium hydride; In tetrahydrofuran; 1: |Grignard Reaction;

DOI:10.1021/jm3008294

Reference yield:

tert-butyl 3-(hydroxy(phenyl)methyl)azetidine-1-carboxylate (1398705-01-5) + benzyl bromide (100-39-0) → C22H27NO3 (1398705-30-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃; for 18h; Reflux;

DOI:10.1021/jm3008294

Reference yield:

3-hydroxymethyl-azetidine-1-carboxylic acid tert-butyl ester (142253-56-3) → C22H27NO3 (1398705-30-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran / 18 h / 0 °C / Reflux

With oxalyl dichloride; sodium hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 1.1: |Swern Oxidation / 1.2: |Swern Oxidation / 2.1: |Grignard Reaction;

DOI:10.1021/jm3008294

upstream raw materials:

tert-butyl 3-(hydroxy(phenyl)methyl)azetidine-1-carboxylate

benzyl bromide

3-hydroxymethyl-azetidine-1-carboxylic acid tert-butyl ester

tert-butyl 3-formylazetidine-1-carboxylate

Downstream raw materials:

3-((benzyloxy)(phenyl)methyl)azetidine hydrochloride

Refernces