tert-butyl 3-(4-((dimethylamino)methyl)-3-methylphenoxy)azetidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 3-(4-((dimethylamino)methyl)-3-methylphenoxy)azetidine-1-carboxylate
• CAS No.: 1354792-44-1
• Molecular Formula: C₁₈H₂₈N₂O₃
• Molecular Weight: 320.432
• Mol file: 1354792-44-1.mol

Synonyms:tert-butyl 3-(4-((dimethylamino)methyl)-3-methylphenoxy)azetidine-1-carboxylate

Chemical Property of tert-butyl 3-(4-((dimethylamino)methyl)-3-methylphenoxy)azetidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of tert-butyl 3-(4-((dimethylamino)methyl)-3-methylphenoxy)azetidine-1-carboxylate

There total 2 articles about tert-butyl 3-(4-((dimethylamino)methyl)-3-methylphenoxy)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: 55.0%

4-((dimethylamino)methyl)-3-methylphenol (1354792-43-0) + 3-methanesulfonyloxy-azetidine-1-carboxylic acid tert-butyl ester (141699-58-3) → tert-butyl 3-(4-((dimethylamino)methyl)-3-methylphenoxy)azetidine-1-carboxylate (1354792-44-1)

Guidance literature:

4-((dimethylamino)methyl)-3-methylphenol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 1.16667h; Inert atmosphere; Cooling with ice;

3-methanesulfonyloxy-azetidine-1-carboxylic acid tert-butyl ester; In N,N-dimethyl-formamide; mineral oil; at 80 ℃; Inert atmosphere;

Reference yield:

4-hydroxy-2-methyl-benzaldehyde (41438-18-0) → tert-butyl 3-(4-((dimethylamino)methyl)-3-methylphenoxy)azetidine-1-carboxylate (1354792-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; sodium tris(acetoxy)borohydride / dichloromethane / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.17 h / Inert atmosphere; Cooling with ice

2.2: 80 °C / Inert atmosphere

With sodium tris(acetoxy)borohydride; sodium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield: 92.0%

tert-butyl 3-(4-((dimethylamino)methyl)-3-methylphenoxy)azetidine-1-carboxylate (1354792-44-1) → 1-(4-(azetidin-3-yloxy)-2-methylphenyl)-N,N-dimethylmethanamine (1354792-45-2)

Guidance literature:

tert-butyl 3-(4-((dimethylamino)methyl)-3-methylphenoxy)azetidine-1-carboxylate; With hydrogenchloride; methanol; at 20 ℃;

With potassium carbonate; In dichloromethane; water;

upstream raw materials:

4-hydroxy-2-methyl-benzaldehyde

4-((dimethylamino)methyl)-3-methylphenol

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

Downstream raw materials:

(3-(4-((dimethylamino)methyl)-3-methylphenoxy)azetidin-1-yl)(5-phenyl-1,3,4-oxadiazol-2-yl)methanone

1-(4-(azetidin-3-yloxy)-2-methylphenyl)-N,N-dimethylmethanamine

(3-{4-[(dimethylamino)methyl]-3-methylphenoxy}azetidin-1-yl)[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methanone