(3R)-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanoic acid

Base Information

• Chemical Name: (3R)-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanoic acid
• CAS No.: 58543-97-8
• Molecular Formula: C₁₄H₁₅NO₄
• Molecular Weight: 261.277
• Mol file: 58543-97-8.mol

Synonyms:

Chemical Property of (3R)-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanoic acid

There total 1 articles about (3R)-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanoic acid 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:

C20H19NO3Se (1240283-73-1) → (3R)-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanoic acid (58543-97-8)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.05.143

Reference yield:

(3R)-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanoic acid (58543-97-8) → (R)-N-{(3,5-bis(trifluoromethyl)benzoyl)oxy}-3-(1,3-dioxoisoindolin-2-yl)-4-methylpentanamide

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

2: potassium hydrogencarbonate / ethyl acetate; water / 12 h / 0 - 20 °C

With oxalyl dichloride; potassium hydrogencarbonate; N,N-dimethyl-formamide; In dichloromethane; water; ethyl acetate;

DOI:10.1021/acs.orglett.9b00791

Reference yield:

(3R)-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanoic acid (58543-97-8) → (R)-3-amino-4-methylpentanoic acid (5699-54-7,37631-91-7,40469-85-0,75992-50-6)

Guidance literature:

Multistep reaction; (i) N₂H₄*H₂O, (ii) aq. HCl;

DOI:10.1246/bcsj.52.2670

upstream raw materials:

C₂₀H₁₉NO₃Se

Downstream raw materials:

(R)-3-amino-4-methylpentanoic acid

Refernces