(R)-2-[(3-chloro-benzyl)-(3-methoxycarbonyl-propyl)-carbamoyl]-2-methyl-azetidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(R)-2-[(3-chloro-benzyl)-(3-methoxycarbonyl-propyl)-carbamoyl]-2-methyl-azetidine-1-carboxylic acid tert-butyl ester
CAS No.:1391079-33-6
Molecular Formula:C₂₂H₃₁ClN₂O₅
Molecular Weight:438.952
Hs Code.:

Synonyms:(R)-2-[(3-chloro-benzyl)-(3-methoxycarbonyl-propyl)-carbamoyl]-2-methyl-azetidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (R)-2-[(3-chloro-benzyl)-(3-methoxycarbonyl-propyl)-carbamoyl]-2-methyl-azetidine-1-carboxylic acid tert-butyl ester

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Technology Process of (R)-2-[(3-chloro-benzyl)-(3-methoxycarbonyl-propyl)-carbamoyl]-2-methyl-azetidine-1-carboxylic acid tert-butyl ester

There total 7 articles about (R)-2-[(3-chloro-benzyl)-(3-methoxycarbonyl-propyl)-carbamoyl]-2-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: 100.0%

: 1198339-37-5
(R)-2-methylazetidine-1,2-dicarboxylic acid 1-tert-butyl ester

: 1391080-08-2
4-(3-chlorobenzylamino)butyric acid methyl ester hydrochloride

: 1391079-33-6
(R)-2-[(3-chloro-benzyl)-(3-methoxycarbonyl-propyl)-carbamoyl]-2-methyl-azetidine-1-carboxylic acid tert-butyl ester

Guidance literature:: (R)-2-methylazetidine-1,2-dicarboxylic acid 1-tert-butyl ester; With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

4-(3-chlorobenzylamino)butyric acid methyl ester hydrochloride; With triethylamine; In dichloromethane; at -5 - 20 ℃; for 2.5h;

Reference yield:

: 1391077-69-2
2-[benzyl-(2-chloroethyl)amino]propionic acid ethyl ester

: 1391079-33-6
(R)-2-[(3-chloro-benzyl)-(3-methoxycarbonyl-propyl)-carbamoyl]-2-methyl-azetidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium hexamethylsilazane / toluene; tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere

1.2: 0.17 h / 20 °C

2.1: hydrogen / palladium on activated charcoal / ethanol / 24 h / 20 °C / Inert atmosphere

3.1: sodium hydroxide; water / ethanol / 15 h / 20 °C

3.2: pH 5

4.1: chiralpak AD-H / hexane; ethanol; formic acid / 20 °C / Resolution of racemate

5.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

5.2: 2.5 h / -5 - 20 °C

With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; water; hydrogen; potassium hexamethylsilazane; sodium hydroxide; palladium on activated charcoal; In tetrahydrofuran; formic acid; ethanol; hexane; dichloromethane; toluene;

Reference yield:

: 1391077-71-6
1-benzyl-2-methylazetidine-2-carboxylic acid ethyl ester

: 1391079-33-6
(R)-2-[(3-chloro-benzyl)-(3-methoxycarbonyl-propyl)-carbamoyl]-2-methyl-azetidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogen / palladium on activated charcoal / ethanol / 24 h / 20 °C / Inert atmosphere

2.1: sodium hydroxide; water / ethanol / 15 h / 20 °C

2.2: pH 5

3.1: chiralpak AD-H / hexane; ethanol; formic acid / 20 °C / Resolution of racemate

4.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

4.2: 2.5 h / -5 - 20 °C

With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; water; hydrogen; sodium hydroxide; palladium on activated charcoal; In formic acid; ethanol; hexane; dichloromethane;