4-methoxy-2-[1-(phenethylaminocarbonyl)cyclopentylmethyl]butyric acid benzyl ester

Base Information

Chemical Name:4-methoxy-2-[1-(phenethylaminocarbonyl)cyclopentylmethyl]butyric acid benzyl ester
CAS No.:917108-62-4
Molecular Formula:C₂₇H₃₅NO₄
Molecular Weight:437.579
Hs Code.:

Synonyms:4-methoxy-2-[1-(phenethylaminocarbonyl)cyclopentylmethyl]butyric acid benzyl ester

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Chemical Property of 4-methoxy-2-[1-(phenethylaminocarbonyl)cyclopentylmethyl]butyric acid benzyl ester

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Technology Process of 4-methoxy-2-[1-(phenethylaminocarbonyl)cyclopentylmethyl]butyric acid benzyl ester

There total 4 articles about 4-methoxy-2-[1-(phenethylaminocarbonyl)cyclopentylmethyl]butyric acid benzyl 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: 65.0%

: 118786-35-9
3-(1-carboxycyclopentyl)-2-(2-methoxyethyl)propanoic acid benzyl ester

: 64-04-0
phenethylamine

: 917108-62-4
4-methoxy-2-[1-(phenethylaminocarbonyl)cyclopentylmethyl]butyric acid benzyl ester

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1016/j.bmc.2006.10.002

Reference yield:

: 118786-24-6
4-methoxy-2-methylenebutyric acid benzyl ester

: 917108-62-4
4-methoxy-2-[1-(phenethylaminocarbonyl)cyclopentylmethyl]butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / hexane; tetrahydrofuran / 2.5 h / -30 - 20 °C

1.2: 34 percent / tetrahydrofuran; hexane / 2 h / -78 °C

2.1: 65 percent / 1-hydroxybenzotriazole; N-methylmorpholine; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide / CH₂Cl₂ / 12 h / 20 °C

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/j.bmc.2006.10.002

Reference yield:

: 118786-37-1
2-(2-methoxyethyl)malonic acid dibenzyl ester

: 917108-62-4
4-methoxy-2-[1-(phenethylaminocarbonyl)cyclopentylmethyl]butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: KOH / dioxane; H₂O / 16 h / 20 °C

1.2: 46 percent / piperidine / pyridine / 3 h / 60 °C

2.1: LDA / hexane; tetrahydrofuran / 2.5 h / -30 - 20 °C

2.2: 34 percent / tetrahydrofuran; hexane / 2 h / -78 °C

3.1: 65 percent / 1-hydroxybenzotriazole; N-methylmorpholine; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide / CH₂Cl₂ / 12 h / 20 °C

With 4-methyl-morpholine; potassium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water;
DOI:10.1016/j.bmc.2006.10.002