78030-70-3

Upstream product

• 95-21-6 2-methyl-1,3-benzoxazole 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 13300-29-3 N⁶-methoxy-9-methyladenine 
• 100-39-0 benzyl bromide 
• 13300-29-3 N⁶-methoxy-9-methyl-9H-purin-6-amine 
• 1095281-93-8 2,9-dimethyl-N-methoxy-9H-purin-6-amine 

Relevant academic research and scientific papers

Synthetic studies directed towards agelasine analogs - Synthesis, tautomerism, and alkylation of 2-substituted N-methoxy-9-methyl-9H-purin-6- amines

N-Methoxy-9-methyl-9H-purin-6-amines, carrying various substituents in the 2 positions, were synthesized by the N-methylation of known 6-chloropurines, followed by a displacement of the chlorine. Great variations in the amino/imino tautomer ratio among the compounds studied were observed. The tautomers were identified by NMR methods. Treatment of N-methoxy-9-methyl-9H-purin-6-amines carrying alkyl, alkoxy, or amino substituents in the 2 position with benzyl bromide resulted in a mixture of N-7- and N6-benzylated compounds with the former as the major products. N-Methoxy-9-methyl-9H-purin-6-amines with strongly electronegative substituents at C-2 hardly reacted at all under the same set of reaction conditions. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

(+)-Agelasine D: Improved synthesis and evaluation of antibacterial and cytotoxic activities

An improved synthesis of (+)-agelasine D (10) from (+)-manool is reported together with cytotoxic and antibacterial data for agelasine D and structurally close synthetic analogues. These compounds display a broad spectrum of antibacterial activities including effects on M. tuberculosis and Gram-positive and Gram-negative bacteria (both aerobes and anaerobes). They exhibit profound cytotoxic activity against several cancer cells, including a multidrug-resistant cell line. (+)-Agelasine D (10) has been isolated earlier from a marine sponge (Agelas sp.).

A GENERAL SYNTHESIS OF 7,9-DIALKYLADENINIUM SALTS

Alkylations of N6-methoxy-9-methyladenine (I) and 9-alkyl-N6-benzyloxyadenines (II-IV) with MeI, EtI, and PhCH2Br in N,N-dimethylacetamide yielded the corresponding 7-alkylated derivatives (X, XIV-XVI), together with small amounts of

Some Novel Reactions of Benzoxazole Derivatives with Dimethyl Acetylenedicarboxylate II

2-Alkylbenzoxazole derivatives (1) reacted with dimethyl acetylenedicarboxylate (DMAD) in alcoholic solvents at room temperature to afford tricyclic compound (2), hydration product (3), solvent adduct (5) and ring-opened compounds (4 and 6).And the ring-opened compound (6) is a main product of photocycloaddition reaction of 1 with DMAD.