tert-butyl 3-(3-acetyl-5-chloro-2-Methoxy-6-Methylphenyl)azetidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 3-(3-acetyl-5-chloro-2-Methoxy-6-Methylphenyl)azetidine-1-carboxylate
• CAS No.: 1255305-48-6
• Molecular Formula: C₂₄H₃₁NO₄
• Molecular Weight: 397.514
• Mol file: 1255305-48-6.mol

Synonyms:tert-butyl 3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidine-1-carboxylate

Chemical Property of tert-butyl 3-(3-acetyl-5-chloro-2-Methoxy-6-Methylphenyl)azetidine-1-carboxylate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 3-(3-acetyl-5-chloro-2-Methoxy-6-Methylphenyl)azetidine-1-carboxylate

There total 4 articles about tert-butyl 3-(3-acetyl-5-chloro-2-Methoxy-6-Methylphenyl)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: 52.0%

1-(4-ethylbenzyloxy)-4-iodo-2-methoxybenzene (1255305-47-5) + tert-butyl-3-iodoazetidine-1-carboxylate (254454-54-1) → tert-butyl 3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidine-1-carboxylate (1255305-48-6)

Guidance literature:

tert-butyl-3-iodoazetidine-1-carboxylate; With chloro-trimethyl-silane; ethylene dibromide; lithium chloride; zinc; In tetrahydrofuran; at 20 - 70 ℃; for 1.16667h; Inert atmosphere;

1-(4-ethylbenzyloxy)-4-iodo-2-methoxybenzene; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 20 ℃; for 3h;

Reference yield:

1-(4-ethylbenzyloxy)-4-iodo-2-methoxybenzene (1255305-47-5) + (1-(tert-butoxycarbonyl)azetidin-3-yl)zinc(ll) iodide → tert-butyl 3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidine-1-carboxylate (1255305-48-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl acetamide; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2018.10.051

Reference yield:

2-methoxy-4-iodophenol (203861-62-5) → tert-butyl 3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidine-1-carboxylate (1255305-48-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 - 80 °C

2.1: chloro-trimethyl-silane; ethylene dibromide; lithium chloride; zinc / tetrahydrofuran / 1.17 h / 20 - 70 °C / Inert atmosphere

2.2: 3 h / 20 °C

With chloro-trimethyl-silane; potassium carbonate; ethylene dibromide; lithium chloride; zinc; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

1-(4-ethylbenzyloxy)-4-iodo-2-methoxybenzene

tert-butyl-3-iodoazetidine-1-carboxylate

2-methoxy-4-iodophenol

4-ethylbenzylchloride

Downstream raw materials:

3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidine methanesulfonate

{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidin-1-yl}-4-hydroxypyridin-2-yl-methanone

{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidin-1-yl}-[4-(2-hydroxyethoxy)pyridin-2-yl]-methanone

2-(2-{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidine-1-carbonyl}pyridin-4-yloxy)ethyl methanesulfonate