Microwave irradiation: A facile, scalable and convenient method for synthesis of N-phthaloylamino acids

被引:22
作者
Al-Hazimi, Hassan M. [1 ]
El-Faham, Ayman [2 ]
Ghazzali, Mohamed [1 ]
Al-Farhan, Khalid [1 ]
机构
[1] King Saud Univ, Coll Sci, Dept Chem, Riyadh 11451, Saudi Arabia
[2] Univ Alexandria, Fac Sci, Dept Chem, Alexandria 12321, Egypt
关键词
Phthalic anhydride; Phthalimide; Amino acid; N-protecting amino acid; Microwave irradiation; X-ray crystallography; COMPLEXES; DERIVATIVES; NETWORKS; DIIMIDE; ADDUCTS; MONO;
D O I
10.1016/j.arabjc.2010.06.020
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We describe herein a fast and rapid technique for preparation of N-phthaloyl amino acids under microwave irradiation. The microwave methodology is rapid, convenient, proceeds under mild conditions, and gives a better yield (81-98%) and high purity of the title compounds. The spectral data as well as the X-ray analysis established the structure of the prepared N-protected amino acids. (C) 2012 King Saud University. Production and hosting by Elsevier B. V. All rights reserved.
引用
收藏
页码:285 / 289
页数:5
相关论文
共 40 条
[31]  
Kirhenbaum M.R., 1994, CANCER RES, V54, P2199
[32]   Self-assembly of N,N′-bis(2-tert-butylphenyl)pyromellitic diimide and phenols or indoles into a piled sandwich structure.: Networks constructed by weak host-host and strong host-guest interaction in the clathrate compounds [J].
Kishikawa, K ;
Tsubokura, S ;
Kohmoto, S ;
Yamamoto, M ;
Yamaguchi, K .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (20) :7568-7578
[33]   NEW AMINE-MASKING GROUPS FOR PEPTIDE SYNTHESIS [J].
MCKAY, FC ;
ALBERTSON, NF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (17) :4686-4690
[34]   Modulation of metal-fluorophore communication to develop structurally simple fluorescent sensors for transition metal ions [J].
Ramachandram, B ;
Samanta, A .
CHEMICAL COMMUNICATIONS, 1997, (11) :1037-1038
[35]   PREPARATION, IR AND SN-119M MOSSBAUER SPECTRAL DATA OF DIORGANOTIN(IV) DERIVATIVES OF N-PHTHALOYLGLYCINE [J].
SANDHU, GK ;
SANDHU, SS .
SYNTHESIS AND REACTIVITY IN INORGANIC AND METAL-ORGANIC CHEMISTRY, 1995, 25 (01) :93-104
[36]  
Settimo A.S., 1989, Eur. J. Med. Chem, V24, P263
[37]   LUCIFER DYES - HIGHLY FLUORESCENT DYES FOR BIOLOGICAL TRACING [J].
STEWART, WW .
NATURE, 1981, 292 (5818) :17-21
[38]   Re-examination of microwave-induced synthesis of phthalimides [J].
Vidal, T ;
Petit, A ;
Loupy, A ;
Gedye, RN .
TETRAHEDRON, 2000, 56 (30) :5473-5478
[39]   Supramolecular p-n-heterojunctions by co-self-organization of oligo(p-phenylene vinylene) and perylene bisimide dyes [J].
Würthner, F ;
Chen, ZJ ;
Hoeben, FJM ;
Osswald, P ;
You, CC ;
Jonkheijm, P ;
von Herrikhuyzen, J ;
Schenning, APHJ ;
van der Schoot, PPAM ;
Meijer, EW ;
Beckers, EHA ;
Meskers, SCJ ;
Janssen, RAJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (34) :10611-10618
[40]   Self-organized perylene diimide nanofibers [J].
Yan, P ;
Chowdhury, A ;
Holman, MW ;
Adams, DM .
JOURNAL OF PHYSICAL CHEMISTRY B, 2005, 109 (02) :724-730