N-{[1R-(1α,2α,3β)]-3-benzoxycarbamoylmethyl-2-isopropylcyclopropyl}-L-phenylalanine N'-methyl amide

Base Information

Chemical Name:N-{[1R-(1α,2α,3β)]-3-benzoxycarbamoylmethyl-2-isopropylcyclopropyl}-L-phenylalanine N'-methyl amide
CAS No.:443149-97-1
Molecular Formula:C₂₅H₃₃N₃O₃
Molecular Weight:423.555
Hs Code.:

Synonyms:N-{[1R-(1α,2α,3β)]-3-benzoxycarbamoylmethyl-2-isopropylcyclopropyl}-L-phenylalanine N'-methyl amide

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Chemical Property of N-{[1R-(1α,2α,3β)]-3-benzoxycarbamoylmethyl-2-isopropylcyclopropyl}-L-phenylalanine N'-methyl amide

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Technology Process of N-{[1R-(1α,2α,3β)]-3-benzoxycarbamoylmethyl-2-isopropylcyclopropyl}-L-phenylalanine N'-methyl amide

There total 13 articles about N-{[1R-(1α,2α,3β)]-3-benzoxycarbamoylmethyl-2-isopropylcyclopropyl}-L-phenylalanine N'-methyl amide 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: 90.0%

: 74-89-5
methylamine

: 443149-73-3
N-{[1R-(1α,2α,3β)]-3-benzoxycarbamoylmethyl-2-isopropylcyclopropyl}-L-phenylalanine methyl ester

: 443149-97-1
N-{[1R-(1α,2α,3β)]-3-benzoxycarbamoylmethyl-2-isopropylcyclopropyl}-L-phenylalanine N'-methyl amide

Guidance literature:: With sodium cyanide; In ethanol; at 55 ℃; for 17h;
DOI:10.1021/jo0110698

Reference yield:

: 622-33-3
N-benzyloxyamine

: 443149-97-1
N-{[1R-(1α,2α,3β)]-3-benzoxycarbamoylmethyl-2-isopropylcyclopropyl}-L-phenylalanine N'-methyl amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: isobutyl chloroformate; triethylamine / tetrahydrofuran / 0.33 h / -10 °C

1.2: tetrahydrofuran / 12 h / 20 °C

2.1: HCl / dioxane / 0.17 h / 20 °C

3.1: 28 mg / 2,6-lutidine; iPr₂NEt / CH₂Cl₂ / 12 h / 20 °C

4.1: 90 percent / NaCN / ethanol / 17 h / 55 °C

With 2,6-dimethylpyridine; hydrogenchloride; sodium cyanide; triethylamine; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane;
DOI:10.1021/jo0110698

Reference yield:

: 27000-00-6
methyl 2-hydroxy-3-phenylpropionate

: 443149-97-1
N-{[1R-(1α,2α,3β)]-3-benzoxycarbamoylmethyl-2-isopropylcyclopropyl}-L-phenylalanine N'-methyl amide

Guidance literature:: Multi-step reaction with 3 steps

1: 2,6-lutidine / CH₂Cl₂ / 0.42 h / 0 °C

2: 28 mg / 2,6-lutidine; iPr₂NEt / CH₂Cl₂ / 12 h / 20 °C

3: 90 percent / NaCN / ethanol / 17 h / 55 °C

With 2,6-dimethylpyridine; sodium cyanide; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane;
DOI:10.1021/jo0110698