ChemicalBook CAS DataBase List PHTHALYL-DL-GLUTAMIC ACID

PHTHALYL-DL-GLUTAMIC ACID synthesis

11synthesis methods

Product Name:PHTHALYL-DL-GLUTAMIC ACID
CAS Number:6349-98-0
Molecular formula:C13H11NO6
Molecular Weight:277.23

85-44-9 Synthesis

85-44-9
746 suppliers
$9.00/5g

56-86-0 Synthesis

56-86-0
782 suppliers
$5.00/25g

6349-98-0
42 suppliers
$31.10/5G

Yield:6349-98-0 89.34%

Reaction Conditions:

with pyridine at 115; for 0.25 h;Microwave irradiation;

Steps:

Synthesis of N-phthaloyl-DL-glutamic acid (8)

A mixture of phthalic anhydride 3 (112 g, 0.75mol), L-glutamic (110 g, 0.75mol) and pyridine(75mL) in a round-bottom flask was subjected to microwave irradiation (100 W,115 C, 15min) with stirring. After the reaction was finished, the round-bottom flask wasremoved from the microwave apparatus. The reaction mass was cooled to 75 C, ice-coldwater (900mL) was added, the pH was adjusted to 1.2 with 6N HCl and the mixture wasstirred at 10-15 C over 2 h. The resulting white solid was separated, filtered, and washedwith cold water (3 x 40mL). The obtained product was dried under vacuum to afford Nphthaloyl-DL-glutamic acid (8) (186.7 g, 89.34%), mp: 191-193 C Rf 0.41 (benzene:dioxane:formic acid 75:20:5), with the expected spectrometric features (see SupplementaryMaterials). This material was sufficiently pure to be used directly in the next step.

References:

Nguyen, Trong Diep;Ho Ba, Ngoc Minh;Phan, Dinh Chau;Vu, Binh Duong [Organic Preparations and Procedures International,2022,vol. 54,# 3,p. 294 - 298]