(S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)]-1-oxo-3-(phenylpropyl)-allyl-(S)-glycine methyl ester

Base Information

• Chemical Name: (S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)]-1-oxo-3-(phenylpropyl)-allyl-(S)-glycine methyl ester
• CAS No.: 869588-52-3
• Molecular Formula: C₂₃H₂₂N₂O₅
• Molecular Weight: 406.438
• Mol file: 869588-52-3.mol

Synonyms:(S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)]-1-oxo-3-(phenylpropyl)-allyl-(S)-glycine methyl ester

Chemical Property of (S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)]-1-oxo-3-(phenylpropyl)-allyl-(S)-glycine methyl ester

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of (S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)]-1-oxo-3-(phenylpropyl)-allyl-(S)-glycine methyl ester

There total 1 articles about (S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)]-1-oxo-3-(phenylpropyl)-allyl-(S)-glycine methyl 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: 67.0%

(S)-allylglycine methyl ester hydrochloride (173723-62-1,217440-34-1) + phthaloyl-L-phenylalanyl chloride (32150-91-7) → (S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)]-1-oxo-3-(phenylpropyl)-allyl-(S)-glycine methyl ester (869588-52-3)

Guidance literature:

With 4-methyl-morpholine; In ethyl acetate; acetonitrile; at 0 ℃;

Reference yield: 80.0%

(S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)]-1-oxo-3-(phenylpropyl)-allyl-(S)-glycine methyl ester (869588-52-3) + carbon monoxide (201230-82-2) → (S)-2-[(S)-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-6-oxo-hexanoic acid methyl ester (142589-43-3)

Guidance literature:

With hydrogen; (acetylacetonato)dicarbonylrhodium (l); 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); In tetrahydrofuran; at 65 ℃; for 2h; under 3620.13 Torr; Product distribution / selectivity;

Reference yield:

(S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)]-1-oxo-3-(phenylpropyl)-allyl-(S)-glycine methyl ester (869588-52-3) + carbon monoxide (201230-82-2) → (S)-2-[(S)-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-6-oxo-hexanoic acid methyl ester (142589-43-3) + C25H26N2O6

Guidance literature:

With hydrogen; N-ethyl-N,N-diisopropylamine; (acetylacetonato)dicarbonylrhodium (l); C₆₀H₈₈O₇P₂Si₄; In tetrahydrofuran; at 54 ℃; for 1.71667h; under 4654.46 Torr; Product distribution / selectivity;

upstream raw materials:

(S)-allylglycine methyl ester hydrochloride

phthaloyl-L-phenylalanyl chloride

Downstream raw materials:

(S)-2-[(S)-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-6-oxo-hexanoic acid methyl ester