(R)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-pentanoic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: (R)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-pentanoic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester
• CAS No.: 284465-62-9
• Molecular Formula: C₂₅H₂₅NO₆
• Molecular Weight: 435.477
• Mol file: 284465-62-9.mol

Synonyms:

Chemical Property of (R)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-pentanoic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-pentanoic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester

There total 5 articles about (R)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-pentanoic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl 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:

(R)-Pantolacton (599-04-2) + 5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-pentanoyl chloride (284465-60-7) → (R)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-pentanoic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester (284465-62-9) + (S)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-pentanoic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester

Guidance literature:

5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-pentanoyl chloride; With triethylamine; at 20 ℃; for 1h;

(R)-Pantolacton; at 20 ℃;

DOI:10.1016/S0957-4166(00)00077-X

Reference yield:

N-phthalyl α-phenyl δ-amino valeric acid (98739-17-4) → (R)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-pentanoic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester (284465-62-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl chloride / 20 °C

2.1: triethylamine / 1 h / 20 °C

2.2: 20 °C

With oxalyl dichloride; triethylamine; 1.1: Chlorination / 2.1: Dehydrochlorination;

DOI:10.1016/S0957-4166(00)00077-X

Reference yield:

2-(3-bromopropyl)isoindole-1,3-dione (5460-29-7) → (R)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-pentanoic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester (284465-62-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 80 percent / lithium diisopropylamide; DMPU

3.1: oxalyl chloride / 20 °C

4.1: triethylamine / 1 h / 20 °C

4.2: 20 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; oxalyl dichloride; triethylamine; lithium diisopropyl amide; 1.1: Alkylation / 2.1: Hydrogenolysis / 3.1: Chlorination / 4.1: Dehydrochlorination;

DOI:10.1016/S0957-4166(00)00077-X

upstream raw materials:

(R)-Pantolacton

5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-pentanoyl chloride

N-phthalyl α-phenyl δ-amino valeric acid

2-(3-bromopropyl)isoindole-1,3-dione