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

Base Information

• Chemical Name: (S)-2-[(S)-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-6-oxo-hexanoic acid methyl ester
• CAS No.: 142589-43-3
• Molecular Formula: C₂₄H₂₄N₂O₆
• Molecular Weight: 436.464
• Mol file: 142589-43-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about (S)-2-[(S)-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-6-oxo-hexanoic acid 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: 100.0%

(S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-6-hydroxy-(S)-norleucine methyl ester (142589-42-2) → (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:

(S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-6-hydroxy-(S)-norleucine methyl ester; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.583333h;

With triethylamine; at -78 - 20 ℃; for 0.833333h;

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

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

carbon monoxide

phthaloyl-L-phenylalanyl chloride

Downstream raw materials:

[S(R*,R*)]-1-[2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-1,2,3,4-tetrahydro-2-pyridinecarboxylicacid, methyl ester