2-(1,3-dioxoisoindol-2-yl)-3-methyl-butanoic acid

Base Information

• Chemical Name: 2-(1,3-dioxoisoindol-2-yl)-3-methyl-butanoic acid
• CAS No.: 19506-85-5
• Molecular Formula: C₁₃H₁₃NO₄
• Molecular Weight: 247.251
• Mol file: 19506-85-5.mol

Synonyms:2-(1,3-dioxoisoindol-2-yl)-3-methyl-butanoic acid;1,3-Dihydro-α-(1-methylethyl)-1,3-dioxo-2H-isoindole-2-acetic acid;3-Methyl-2-phthalimidylbutanoic acid;α-Isopropyl-1,3-dihydro-1,3-dioxo-2H-isoindole-2-acetic acid;2-Isoindolineacetic acid, .alpha.-isopropyl-1,3-dioxo-;Nsc27515

Chemical Property of 2-(1,3-dioxoisoindol-2-yl)-3-methyl-butanoic acid

Chemical Property:

• Vapor Pressure: 1.11E-07mmHg at 25°C
• Boiling Point: 416.5°C at 760 mmHg
• Flash Point: 205.7°C
• PSA: 74.68000
• LogP: 1.32970

Purity/Quality:

99% ^*data from raw suppliers

2-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-3-METHYL-BUTYRIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(1,3-dioxoisoindol-2-yl)-3-methyl-butanoic acid

There total 6 articles about 2-(1,3-dioxoisoindol-2-yl)-3-methyl-butanoic 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: 92.0%

phthalic anhydride (85-44-9) + D-Val-OH (640-68-6,25609-85-2,7004-03-7,921-10-8) → (R)-N-phthaloylvaline (5115-65-1,6306-53-2,6306-54-3,19506-85-5)

Guidance literature:

With triethylamine; In toluene; Heating;

DOI:10.1016/j.tet.2005.07.049

Reference yield: 78.0%

phthalic anhydride (85-44-9) + D,L-valine (516-06-3,25609-85-2,7004-03-7,921-10-8) → N-phthaloyl-DL-valine (5115-65-1,6306-53-2,6306-54-3,19506-85-5)

Guidance literature:

at 100 ℃; for 1h;

Reference yield:

C19H29NO4Si2 (1242459-41-1) → (R)-N-phthaloylvaline (5115-65-1,6306-53-2,6306-54-3,19506-85-5) + N-phthaloyl L-valine (6306-54-3)

Guidance literature:

With 2,6-di-tert-butyl-pyridine; 2.6-dimethylphenol; C₃₂H₁₂BF₂₄^(1-)*C₄₄H₃₀N₂O₂P⁽¹⁺⁾; In toluene; at 20 ℃; for 2h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja105945z

upstream raw materials:

phthalic anhydride

D-Val-OH

C₁₉H₂₉NO₄Si₂

N-phthaloyl-DL-valine

Downstream raw materials:

(S)-N-(benzyloxycarbonyl)-3-amino-4-methylpentan-1-ol

N-[1-(2-hydroxy-ethyl)-2-methyl-propyl]-2-hydroxymethyl-benzamide

(S)-1-mesyloxy-N-(benzyloxycarbonyl)-3-amino-4-methylpentane

(S)-1-((S)-3-Benzyloxycarbonylamino-4-methyl-pentyl)-pyrrolidine-2-carboxylic acid