4-[(3-chloro-benzyl)-((R)-2-methyl-azetidine-2-carbonyl)-amino]-butyric acid methyl ester hydrochloride

Base Information

Chemical Name:4-[(3-chloro-benzyl)-((R)-2-methyl-azetidine-2-carbonyl)-amino]-butyric acid methyl ester hydrochloride
CAS No.:1391078-19-5
Molecular Formula:C₁₇H₂₃ClN₂O₃*ClH
Molecular Weight:375.295
Hs Code.:

Synonyms:4-[(3-chloro-benzyl)-((R)-2-methyl-azetidine-2-carbonyl)-amino]-butyric acid methyl ester hydrochloride

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Chemical Property of 4-[(3-chloro-benzyl)-((R)-2-methyl-azetidine-2-carbonyl)-amino]-butyric acid methyl ester hydrochloride

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Technology Process of 4-[(3-chloro-benzyl)-((R)-2-methyl-azetidine-2-carbonyl)-amino]-butyric acid methyl ester hydrochloride

There total 7 articles about 4-[(3-chloro-benzyl)-((R)-2-methyl-azetidine-2-carbonyl)-amino]-butyric acid methyl ester hydrochloride 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: 81.0%

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

: 1391078-19-5
4-[(3-chloro-benzyl)-((R)-2-methyl-azetidine-2-carbonyl)-amino]-butyric acid methyl ester hydrochloride

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 16h; Inert atmosphere;

Reference yield:

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

: 1391078-19-5
4-[(3-chloro-benzyl)-((R)-2-methyl-azetidine-2-carbonyl)-amino]-butyric acid methyl ester hydrochloride

Guidance literature:: Multi-step reaction with 6 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

6.1: hydrogenchloride / 1,4-dioxane / 16 h / 20 °C / Inert atmosphere

With hydrogenchloride; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; water; hydrogen; potassium hexamethylsilazane; sodium hydroxide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; formic acid; ethanol; hexane; dichloromethane; toluene;

Reference yield:

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

: 1391078-19-5
4-[(3-chloro-benzyl)-((R)-2-methyl-azetidine-2-carbonyl)-amino]-butyric acid methyl ester hydrochloride

Guidance literature:: Multi-step reaction with 5 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

5.1: hydrogenchloride / 1,4-dioxane / 16 h / 20 °C / Inert atmosphere

With hydrogenchloride; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; water; hydrogen; sodium hydroxide; palladium on activated charcoal; In 1,4-dioxane; formic acid; ethanol; hexane; dichloromethane;