3-(benzoylamino-methyl)-azetidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 3-(benzoylamino-methyl)-azetidine-1-carboxylic acid tert-butyl ester
• CAS No.: 1028286-25-0
• Molecular Formula: C₁₆H₂₂N₂O₃
• Molecular Weight: 290.362
• Mol file: 1028286-25-0.mol

Synonyms:3-(benzoylamino-methyl)-azetidine-1-carboxylic acid tert-butyl ester

Chemical Property of 3-(benzoylamino-methyl)-azetidine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 3-(benzoylamino-methyl)-azetidine-1-carboxylic acid tert-butyl ester

There total 5 articles about 3-(benzoylamino-methyl)-azetidine-1-carboxylic acid tert-butyl ester 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: 59.0%

Benzoyl bromide (618-32-6) + tert-butyl 3-(aminomethyl)azetidine-1-carboxylate (325775-44-8) → 3-(benzoylamino-methyl)-azetidine-1-carboxylic acid tert-butyl ester (1028286-25-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1021/jm0003440

Reference yield:

benzoyl chloride (98-88-4) + tert-butyl 3-(aminomethyl)azetidine-1-carboxylate (325775-44-8) → 3-(benzoylamino-methyl)-azetidine-1-carboxylic acid tert-butyl ester (1028286-25-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.166667h;

Reference yield:

3-methanesulfonyloxy-azetidine-1-carboxylic acid tert-butyl ester (141699-58-3) → 3-(benzoylamino-methyl)-azetidine-1-carboxylic acid tert-butyl ester (1028286-25-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 57 percent / dimethylsulfoxide / 48 h / 130 °C

2: H₂; NH₃ / Raney Ni / methanol / 3.5 h / 20 °C / 30400 Torr

3: 59 percent / Et₃N / CH₂Cl₂ / 0.17 h / 20 °C

With ammonia; hydrogen; triethylamine; nickel; In methanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/jm0003440

upstream raw materials:

Benzoyl bromide

tert-butyl 3-(aminomethyl)azetidine-1-carboxylate

tert-butyl 3-hydroxyazetidine-1-carboxylate

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

Downstream raw materials:

N-(azetidine-3-ylmethyl)benzamide