2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)hexanoic acid

Base Information

• Chemical Name: 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)hexanoic acid
• CAS No.: 4702-12-9
• Molecular Formula: C14H15NO4
• Molecular Weight: 261.277
• European Community (EC) Number: 850-171-8
• Mol file: 4702-12-9.mol

Synonyms:2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)hexanoic acid;2-(1,3-dioxoisoindol-2-yl)hexanoic acid;4702-12-9;2-(1,3-Dioxo-2,3-dihydro-1h-isoindol-2-yl)hexanoic acid;ChemDiv3_000240;Oprea1_362991;Oprea1_794633;SCHEMBL133528;2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-hexanoic acid;HMS1473K20;STK252158;AKOS000519995;AKOS016051437;IDI1_019558;CS-0258663;EN300-7078099;AH-034/32838041;SR-01000390312;SR-01000390312-1;BRD-A49281497-001-01-4;Z57120376

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

Chemical Property:

• PSA: 74.68000
• LogP: 1.86390
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 261.10010796
• Heavy Atom Count: 19
• Complexity: 369

Purity/Quality:

98%Min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(C(=O)O)N1C(=O)C2=CC=CC=C2C1=O

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

There total 1 articles about 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)hexanoic 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: 100.0%

phthalic anhydride (85-44-9) + 2-amino-hexanoic acid (616-06-8) → 2-(1,3-dioxoisoindolin-2-yl)hexanoic acid (4702-12-9)

Guidance literature:

In N,N-dimethyl-formamide; at 155 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jacs.5b12308

Reference yield: 96.0%

2-(1,3-dioxoisoindolin-2-yl)hexanoic acid (4702-12-9) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → methyl 2-(1,3-dioxoisoindolin-2-yl)hexanoate

Guidance literature:

In dichloromethane; for 4h; Reflux; Inert atmosphere;

DOI:10.1021/jacs.5b12308

Reference yield: 77.0%

2-(1,3-dioxoisoindolin-2-yl)hexanoic acid (4702-12-9) + N-(tert-butyl)-N-((ethoxycarbonothioyl)thio)-2,3,4,5,6-pentafluorobenzamide → S-(1-(1,3-dioxoisoindolin-2-yl)pentyl) O-ethyl carbonodithioate

Guidance literature:

With dilauryl peroxide; at 80 ℃; for 4h; Glovebox; Sealed tube;

DOI:10.1021/jacs.9b10825

upstream raw materials:

phthalic anhydride

2-amino-hexanoic acid

Downstream raw materials:

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-hexanoic acid (S)-3,4,4-trimethyl-2-oxo-tetrahydro-furan-3-yl ester

4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-octanenitrile

3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-oxo-heptanoic acid methyl ester

L-Norleucine

Refernces

• 1、 Wei, Qiang,Ma, Yao,Li, Li,Liu, Qingfei,Liu, Zijie,Liu, Gang. "Synthesis of Quaternary α-Fluorinated α-Amino Acid Derivatives via Coordinating Cu(II) Catalytic α-C(sp3)-H Direct Fluorination". supporting information. p. 7100 - 7103. Retrieved 2018/11/24.
• 2、 Wong, Man-Kin,Chung, Nga-Wai,He, Lan,Yang, Dan. "Substituent effects on regioselective intramolecular oxidation of unactivated C-H bonds: Stereoselective synthesis of substituted tetrahydropyrans". . p. 158 - 162. Retrieved 2007/10/03.