2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-(1H-indol-3-yl)propanoic acid

Base Information

• Chemical Name: 2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-(1H-indol-3-yl)propanoic acid
• CAS No.: 32675-71-1
• Molecular Formula: C19H14N2O4
• Molecular Weight: 334.331
• Hs Code.: 2925190090
• Mol file: 32675-71-1.mol

Synonyms:DNA Methyltransferase Inhibitor;(2S)-2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-3-(1H-indol-3-yl)propanoic acid;(S)-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-3-(1H-indol-3-yl)propionic acid;RG108/DNA Methyltransferase Inhibitor/N-Phthalyl-L-tryptophan;RG108/RG-108;N-Phthalyl-L-tryptophan;RG108 &N-phthalimide l-tryptophane;N-Phth-Trp-OH;

Chemical Property of 2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-(1H-indol-3-yl)propanoic acid

Chemical Property:

• Vapor Pressure: 1.55E-15mmHg at 25°C
• Boiling Point: 606°Cat760mmHg
• Flash Point: 320.3°C
• PSA: 90.47000
• Density: 1.502g/cm³
• LogP: 2.39770
• Storage Temp.: +2C to +8C

Purity/Quality:

99% ^*data from raw suppliers

DNA Methyltransferase Inhibitor - CAS 32675-71-1 - Calbiochem ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-(1H-indol-3-yl)propanoic acid

There total 6 articles about 2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-(1H-indol-3-yl)propanoic 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%

L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) + methyl 2-(N-succinimidyloxycarbonyl)benzoate (438470-19-0) → N-phthalimide-L-tryptophan (32675-71-1,48208-26-0,62361-30-2)

Guidance literature:

L-Tryptophan; methyl 2-(N-succinimidyloxycarbonyl)benzoate; With sodium carbonate; In water; acetonitrile;

With hydrogenchloride; In water; acetonitrile;

Reference yield: 100.0%

L-tryptophan hydrochloride (6159-33-7) + methyl 2-(N-succinimidyloxycarbonyl)benzoate (438470-19-0) → N-phthalimide-L-tryptophan (32675-71-1,48208-26-0,62361-30-2)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1021/jo016347h

Reference yield: 98.0%

N-ethoxycarbonylphthalimide (22509-74-6) + L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) → N-phthalimide-L-tryptophan (32675-71-1,48208-26-0,62361-30-2)

Guidance literature:

L-Tryptophan; With sodium carbonate; In water;

N-ethoxycarbonylphthalimide; In water; at 20 ℃; for 2h;

DOI:10.1016/j.polymer.2010.03.034

upstream raw materials:

phthalic anhydride

Trp

L-Tryptophan

L-tryptophan hydrochloride

Downstream raw materials:

phthalimide

N-phthalimidotryptamine

N-Phth-Trp-Phe-OMe

N-Phth-Trp-Gly-O-pClPh

Refernces

• 1、 Shiozaki, Hiroki,Miyahara, Masayoshi,Otsuka, Kazunori,Miyako, Kei,Honda, Akito,Takasaki, Yuichi,Takamizawa, Satoshi,Tukada, Hideyuki,Ishikawa, Yuichi,Sakai, Ryuichi,Oikawa, Masato. "Studies on Aculeines: Synthetic Strategy to the Fully Protected Protoaculeine B, the N-Terminal Amino Acid of Aculeine B". supporting information. p. 3403 - 3407. Retrieved 2018/06/11.
• 2、 Leite, Ana Cristina Lima,Barbosa, Fabio Fernandes,Cardoso, Marcos Verissimo De Oliveira,Moreira, Diogo R. M.,Coelho, Lucas Cunha D.,Da Silva, Elany Barbosa,Filho, Gevanio Bezerra De Oliveira,De Souza, Valdenia Maria Oliveira,Pereira, Valeria Rego A.,Reis, Luiza De C.,Ferreira, Paulo Michel Pinheiro,Pessoa, Claudia,Wanderley, Almir Goncalves,Mota, Fernanda Virginia B.,Da Silva, Teresinha G.. "Phthaloyl amino acids as anti-inflammatory and immunomodulatory prototypes". . p. 1701 - 1708. Retrieved 2014/05/06.