(S)-benzyl 4-(1,3-dioxoisoindolin-2-yl)-5-methyl-3-oxohexanoate

Base Information

• Chemical Name: (S)-benzyl 4-(1,3-dioxoisoindolin-2-yl)-5-methyl-3-oxohexanoate
• CAS No.: 1094530-70-7
• Molecular Formula: C₂₂H₂₁NO₅
• Molecular Weight: 379.412
• Mol file: 1094530-70-7.mol

Synonyms:(S)-benzyl 4-(1,3-dioxoisoindolin-2-yl)-5-methyl-3-oxohexanoate

Chemical Property of (S)-benzyl 4-(1,3-dioxoisoindolin-2-yl)-5-methyl-3-oxohexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (S)-benzyl 4-(1,3-dioxoisoindolin-2-yl)-5-methyl-3-oxohexanoate

There total 1 articles about (S)-benzyl 4-(1,3-dioxoisoindolin-2-yl)-5-methyl-3-oxohexanoate 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: 55.0%

malonic acid monobenzyl ester (40204-26-0) + N-phthaloyl L-valine (6306-54-3) → (S)-benzyl 4-(1,3-dioxoisoindolin-2-yl)-5-methyl-3-oxohexanoate (1094530-70-7)

Guidance literature:

N-phthaloyl L-valine; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; Inert atmosphere;

malonic acid monobenzyl ester; With dibutylmagnesium; In tetrahydrofuran; n-heptane; at 0 ℃; Inert atmosphere;

In tetrahydrofuran; n-heptane; for 0.5h; Inert atmosphere;

DOI:10.1021/jo801993k

Reference yield: 58.0%

diiodomethane (75-11-6) + (S)-benzyl 4-(1,3-dioxoisoindolin-2-yl)-5-methyl-3-oxohexanoate (1094530-70-7) → (1R,4S,10bS)-benzyl 10b-hydroxy-4-isopropyl-3,6-dioxo-1,2,3,4,6,10b-hexahydropyrido[2,1-a]isoindole-1-carboxylate (1094530-72-9)

Guidance literature:

diiodomethane; With diethylzinc; In hexane; dichloromethane; at 0 ℃; Inert atmosphere;

(S)-benzyl 4-(1,3-dioxoisoindolin-2-yl)-5-methyl-3-oxohexanoate; In hexane; dichloromethane; for 0.5h; Inert atmosphere;

DOI:10.1021/jo801993k

upstream raw materials:

malonic acid monobenzyl ester

N-phthaloyl L-valine

Downstream raw materials:

(1R,4S,10bS)-benzyl 10b-hydroxy-4-isopropyl-3,6-dioxo-1,2,3,4,6,10b-hexahydropyrido[2,1-a]isoindole-1-carboxylate