tert-butyl 3-((2-bromophenyl)carbamoyl)azetidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 3-((2-bromophenyl)carbamoyl)azetidine-1-carboxylate
• CAS No.: 1603067-22-6
• Molecular Formula: C₁₅H₁₉BrN₂O₃
• Molecular Weight: 355.231
• Mol file: 1603067-22-6.mol

Synonyms:tert-butyl 3-((2-bromophenyl)carbamoyl)azetidine-1-carboxylate

Chemical Property of tert-butyl 3-((2-bromophenyl)carbamoyl)azetidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 3-((2-bromophenyl)carbamoyl)azetidine-1-carboxylate

There total 1 articles about tert-butyl 3-((2-bromophenyl)carbamoyl)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: 85.0%

2-bromoaniline (615-36-1) + 1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid (142253-55-2) → tert-butyl 3-((2-bromophenyl)carbamoyl)azetidine-1-carboxylate (1603067-22-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;

Reference yield: 97.2%

tert-butyl 3-((2-bromophenyl)carbamoyl)azetidine-1-carboxylate (1603067-22-6) + p-methoxybenzyl chloride (824-94-2) → tert-butyl 3-((2-bromophenyl)(4-methoxybenzyl)carbamoyl)azetidine-1-carboxylate (1603067-24-8)

Guidance literature:

tert-butyl 3-((2-bromophenyl)carbamoyl)azetidine-1-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; for 0.5h; Inert atmosphere;

p-methoxybenzyl chloride; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

Reference yield:

tert-butyl 3-((2-bromophenyl)carbamoyl)azetidine-1-carboxylate (1603067-22-6) → tert-butyl 1‘-(4-methoxybenzyl)-2’-oxospiro[azetidine-3,3‘-indoline]-1-carboxylate (1603067-25-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / Reflux

2: palladium diacetate; tricyclohexylphosphine; sodium t-butanolate / 1,4-dioxane / 90 °C / Inert atmosphere

With palladium diacetate; potassium carbonate; sodium t-butanolate; tricyclohexylphosphine; In 1,4-dioxane; acetonitrile;

upstream raw materials:

2-bromoaniline

1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid

Downstream raw materials:

tert-butyl 1‘-(4-methoxybenzyl)-2’-oxospiro[azetidine-3,3‘-indoline]-1-carboxylate

tert-butyl 3-((2-bromophenyl)(4-methoxybenzyl)carbamoyl)azetidine-1-carboxylate

tert-butyl 2'-oxospiro[azetidine-3,3'-indoline]-1-carboxylate