Pentanedioic acid, 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-, 1-methyl ester, (2S)-

Base Information

• Chemical Name: Pentanedioic acid, 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-, 1-methyl ester, (2S)-
• CAS No.: 42294-25-7
• Molecular Formula: C14H13NO6
• Molecular Weight: 291.26
• Mol file: 42294-25-7.mol

Synonyms:

Chemical Property of Pentanedioic acid, 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-, 1-methyl ester, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pentanedioic acid, 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-, 1-methyl ester, (2S)-

There total 2 articles about Pentanedioic acid, 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-, 1-methyl ester, (2S)- 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:

phthalic anhydride (85-44-9) → (2S)-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)pentanedioic acid α-methyl ester (42294-25-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 140 - 150 °C / Erhitzen des Reaktionsprodukts mit Acetanhydrid auf 100grad

2: methanol / -40 °C

With methanol;

DOI:10.1021/jo01118a004

Reference yield:

phthalic anhydride (85-44-9) → N,N-phthaloyl-D-glutamic acid-1-methyl ester (42294-25-7,101610-17-7,150823-38-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 140 - 150 °C / anschliessendes Erhitzen mit Acetanhydrid auf 100-110grad

2: methanol

With methanol;

DOI:10.1021/ja01548a036

Reference yield: 67.0%

H-Glu(OBn)-Gly-OMe + (2S)-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)pentanedioic acid α-methyl ester (42294-25-7) → C29H31N3O10

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 16h;

DOI:10.1021/jacs.9b10825

upstream raw materials:

phthalic anhydride

Downstream raw materials:

(R)-2-amino-6-diazo-5-oxo-hexanoic acid

6-diazo-5-oxo-L-norleucine

N⁵-phenyl-N²,N²-phthaloyl-L-glutamine-methyl ester

N⁵-phenyl-N²,N²-phthaloyl-DL-glutamine-methyl ester