+ Site Statistics
+ Search Articles
+ PDF Full Text Service
How our service works
Request PDF Full Text
+ Follow Us
Follow on Facebook
Follow on Twitter
Follow on LinkedIn
+ Subscribe to Site Feeds
Most Shared
PDF Full Text
+ Translate
+ Recently Requested

Synthesis and X-ray crystal structures of Schiff bases prepared from salicylaldehyde and the diamino acids L-2-amino-3-methylaminopropanoic acid, DL-2,4-diamino-butanoic acid and DL-2,3-diaminopropanoic acid



Synthesis and X-ray crystal structures of Schiff bases prepared from salicylaldehyde and the diamino acids L-2-amino-3-methylaminopropanoic acid, DL-2,4-diamino-butanoic acid and DL-2,3-diaminopropanoic acid



Tetrahedron 54(21): 5721-5730



Three new Schiff bases have been synthesised from the reaction of salicylaldehyde with the plant amino acids L-2-amino-3-methylaminopropanoic acid (L-MeDAP), DL-2,4-diaminobutanoic acid (DL-DAB) and DL-2,3-diaminopropanoic acid (DL-DAP). The reaction of salicylaldehyde with L-MeDAP gave only the 2- (cc-) product. The reaction of salicylaldehyde with DL-DAB or with DL-DAP produced, at equilibrium, predominately the 4- (omega-) or 3- (beta-) species. X-ray single-crystal structures were determined for two compounds.

Please choose payment method:






(PDF emailed within 0-6 h: $19.90)

Accession: 009503282

Download citation: RISBibTeXText

DOI: 10.1016/s0040-4020(98)00260-9


Related references

Preparation, properties and crystal structures of nickel(II) complexes with acyclic schiff bases derived from 2,6-diformyl-4-chlorophenol and 1,5-diamino-3-thiapentane or 3,3-diamino-N-methyl-dipropylamine. Inorganica Chimica Acta 119(1): 75-82, 1986

Acyclic nucleic acid analogues synthesis and oligomerization of gamma 4 diamino 2 oxo 1 2h pyrimidinepentanoic acid and delta 4 diamino 2 oxo 1 2h pyrimidinehexanoic acid. Journal of Organic Chemistry 56(21): 6007-6018, 1991

Synthesis and characterization of vanadyl(IV) complexes of Schiff bases derived from anthranilic acid and salicylaldehyde (or its derivatives) or acetylacetone. Single crystal X-ray structures of the oxidized products. Polyhedron 16(4): 643-651, 1997

Stereoselective synthesis of 2 3 diamino acids 2 3 diamino 4 phenylbutanoic acid. Journal of Organic Chemistry 55(17): 5017-5025, 1990

Asymmetric hydrogenation of ene-1,2-diamino system An efficient synthesis of 2,3-diaminopropanoic acid derivatives. Abstracts of Papers American Chemical Society 216(1-3): ORGN 346, 1998

Supramolecular copper(II) complexes of novel Schiff bases derived from β-amino acid and salicylaldehyde: Syntheses, crystal structure, and magnetic property. Inorganica Chimica Acta 413: 84-89, 2014

Synthesis of b,b-Diamino Acids from a-Amino Acid Derived b-Lactams. Synlett 2008(4): 539-542, 2008

Crystal and molecular structures of cadmium(II) nitrate complexes with triamines: 1,5-diamino-3-azapentane, 1,6-diamino-3-azahexane and 1,7-diamino-4-azaheptane. Polyhedron 21(7): 739-744, 2002

Topography of nucleic acid helices in solutions. IX. Models for the interactions of optically active diamines, amino acid amides, diamino acids, and lysyl dipeptides with nucleic acid systems. Journal of the American Chemical Society 90(19): 5257-5263, 1968

Stereoselective synthesis of protected (2R,3R,4S)-4,7-diamino-2,3-dihydroxyheptanoic acid: a novel amino acid of callipeltins A and D. Journal of Organic Chemistry 71(8): 3310-3313, 2006

Synthesis of N-(5,7-diamino-3-phenyl-quinoxalin-2-yl)-3,4,5-substituted anilines and N-[4[(5,7-diamino-3-phenylquinoxalin-2-yl)amino]benzoyl]-l-glutamic acid diethyl ester: evaluation of in vitro anti-cancer and anti-folate activities. European Journal of Medicinal Chemistry 43(1): 189-203, 2008

Diamino acid metabolism in plants with special reference to a, beta -diamino-propionic acid. Phytochemistry. 7: 7, 1047-56. Bibl. 12, 1968

Amino-acids and peptides. XXVIII. Synthesis of threo- and erythro-DL-a,-diamino-b-hydroxybutyric acid (-aminothreonine and -aminoallothreonine). Collection of Czechoslovak Chemical Communications 24(11): 3719-3729, 1959

Stereoselective synthesis of alpha gamma diamino beta hydroxyamino acid esters a new class of amino acids. Tetrahedron Asymmetry 1(6): 371-374, 1990

Synthesis and biological activity of an acyclic analog of 5,6,7,8-tetrahydrofolic acid, N-[4-[[3-(2,4-diamino-1,6-dihydro-6-oxo-5-pyrimidinyl)propyl]amino]benzoyl]-L-glutamic acid. Journal of Medicinal Chemistry 33(2): 561-567, 1990