(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-6-oxo-heptanoic acid benzyl ester

Base Information

Chemical Name:(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-6-oxo-heptanoic acid benzyl ester
CAS No.:182886-36-8
Molecular Formula:C₂₂H₂₁NO₅
Molecular Weight:379.412
Hs Code.:

Synonyms:(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-6-oxo-heptanoic acid benzyl ester

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Chemical Property of (S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-6-oxo-heptanoic acid benzyl ester

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Technology Process of (S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-6-oxo-heptanoic acid benzyl ester

There total 5 articles about (S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-6-oxo-heptanoic 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: 99.5%

: 197902-91-3
(2S)-2-phthalimido-6-hydroxyheptanoic acid, phenylmethyl ester

: 182886-36-8
(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-6-oxo-heptanoic acid benzyl ester

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 0 ℃; for 0.916667h;

Reference yield:

: 100-39-0
benzyl bromide

: 182886-36-8
(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-6-oxo-heptanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / Cs₂CO₃ / dimethylformamide / 2 h / Ambient temperature

2: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -78 deg C, 5 min

3: CH₂Cl₂ / 0.5 h

4: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, from -78 deg C to 0 deg C

With oxalyl dichloride; caesium carbonate; dimethyl sulfoxide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm980542f

Reference yield:

: 84688-11-9
(S)-2-(1,3-dioxoisoindolin-2-yl)-6-hydroxyhexanoic acid

: 182886-36-8
(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-6-oxo-heptanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / Cs₂CO₃ / dimethylformamide / 2 h / Ambient temperature

2: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -78 deg C, 5 min

3: CH₂Cl₂ / 0.5 h

4: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, from -78 deg C to 0 deg C

With oxalyl dichloride; caesium carbonate; dimethyl sulfoxide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm980542f