PHTHALYL-DL-GLUTAMIC ACID

Base Information

• Chemical Name: PHTHALYL-DL-GLUTAMIC ACID
• CAS No.: 2301-52-2
• Molecular Formula: C₁₃H₁₁NO₆
• Molecular Weight: 277.233
• Mol file: 2301-52-2.mol

Synonyms:

Chemical Property of PHTHALYL-DL-GLUTAMIC ACID

Chemical Property:

• Refractive Index: 1.5500 (estimate)
• Boiling Point: 420.1°C (rough estimate)
• Density: 1.3459 (rough estimate)

Purity/Quality:

98%,99%, ^*data from raw suppliers

Phthaloyl-DL-glutamicacid,≥98%(HPLC) ≥98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of PHTHALYL-DL-GLUTAMIC ACID

There total 30 articles about PHTHALYL-DL-GLUTAMIC 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) + L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → N-phthaloyl-L-glutamic acid (340-90-9,2301-52-2)

Guidance literature:

With triethylamine; at 85 ℃; for 5h;

Reference yield: 85.78%

phthalic anhydride (85-44-9) + L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → N-phthalylglutamic acid (6349-98-0,2301-52-2)

Guidance literature:

With pyridine; at 115 ℃; for 1.5h; Reagent/catalyst; Temperature;

DOI:10.1021/acs.oprd.9b00122

Reference yield: 75.0%

2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-pentanedioic acid 5-ethyl ester 1-methyl ester → N-phthalylglutamic acid (6349-98-0,2301-52-2)

Guidance literature:

With sodium hydroxide; water; Ambient temperature;

DOI:10.1039/a707067e

upstream raw materials:

phthalic anhydride

L-glutamic acid

diethyl N,N-phtaloyl-L-glutamic acid

N-phthaloyl-L-glutamic anhydride

Downstream raw materials:

dimethyl L-2-(1,3-dioxo-2,3-dihydro-1H-2-isoindolyl)pentanedioate

N-(γ-L-glutamyl)adamantanine

N-L-γ-glutamyl-β-alanine nitrile

N¹-phenyl-N²,N²-phthaloyl-L-isoglutamine-methyl ester

Refernces

• 1、 Guo, Lin,Ding, Wence,Zheng, Li-Min. "The c(RGDyK)-Conjugated Fe3O4 nanoparticles with high drug load for dual-targeting integrin αvβ3- expressing cancer cells". . p. 4858 - 4864. Retrieved 2014.
• 2、 Kehler, Jan,Breuer, Eli. "3-Chloro-3-(dimethoxyphosphoryl)isobenzofuran-l(3h)-one - a new reagent for the rapid, convenient phthaloylation of amines and amino acids in high yields". . p. 1419 - 1420. Retrieved 1998.
• 3、 Vu, Binh Duong,Ho Ba, Ngoc Minh,Phan, Dinh Chau. "Facile Synthesis of Thalidomide". . p. 1374 - 1377. Retrieved 2019.
• 4、 Gu, Haining,Jiang, Yongxiang. "A practical preparation of N,N-phthalyl-L-glutamic 1,5-anhydride". . p. 479 - 481. Retrieved 2004.
• 5、 Wang, Wei,Ding, Jianxun,Xiao, Chunsheng,Tang, Zhaohui,Li, Di,Chen, Jie,Zhuang, Xiuli,Chen, Xuesi. "Synthesis of amphiphilic alternating polyesters with oligo(ethylene glycol) side chains and potential use for sustained release drug delivery". . p. 2466 - 2474. Retrieved 2011.
• 6、 -. "Synthesis method of phthalic acylamino-L-glutamic anhydride". Paragraph 0024-0026; 0030-0032; 0035-0037. . Retrieved 2019/03/29.