118237-87-9Relevant academic research and scientific papers
A new nucleophilic ring opening of an activated cyclopropane and a formal synthesis of (+/-)-carbovir.
Tanimori,Tsubota,He,Nakayama
, p. 2091 - 2093 (2007/10/02)
The reaction of bicyclo[3.1.0]hexane 1, possessing a doubly activated cyclopropane ring, with acetic acid and potassium acetate in DMSO proceeded smoothly to give the adduct 2 in good yield. A formal total synthesis of the potent anti-HIV agent (+/-)-carb
Concise Racemic and Highly Enantioselective Approaches to Key Intermediates for the Syntheses of Carbocyclic Nucleosides and pseudo-Ribofuranoses: Formal Syntheses of Carbovir
Hodgson, David M.,Witherington, Jason,Moloney, Brian A.
, p. 3373 - 3378 (2007/10/02)
A regio- and stereo-specific synthesis of cis-(+/-)-3-acetoxy-5-(acetoxymethyl)cyclopentene 3 from cyclopent-3-enecarboxylic acid 4 via a bromolactonisation strategy is described.Pd-catalysed coupling of the cis-(+/-)-diacetate 3 with 2-amino-6-chloropurine or 2,6-diaminopurine leads to the formal syntheses of carbovir 1.A synthesis of the (1R)-cis-diacetate 15 (R = Ac) is described via a highly enantioselective rearrangement of cis-6-oxabicyclohexane-3-methanol 13 (also prepared from the acid 4) using the dilithium salt of (1S,2R)-norephedrine.
New efficient method for the synthesis of the antiviral agent carbovir
Jung, Michael E.,Rhee, Hakjune
, p. 4449 - 4452 (2007/10/02)
An efficient synthesis of (±)-carbovir 1 and simple des(hydroxymethyl) analogues, e.g., 5, is reported which uses a new approach for attaching nucleoside bases to cycloalkene systems.
Synthesis and anti-HIV activity of carbocyclic 2',3'-didehydro-2',3'-dideoxy 2,6-disubstituted purine nucleosides
Vince,Hua
, p. 17 - 21 (2007/10/02)
(±)-cis-[4-[(2,5-Diamino-6-chloropyrimidinyl)amino]-2-cyclopentenyl]c arbinol (5a) was synthesized from 2-amino-4,6-dichloropyrimidine and cis-4-(hydroxymethyl)cyclopenteylamine (2a) by subsequent preparation of the 5-[(4-chlorophenyl)azo] derivative of t
