- Synthesis of functionalised derivatives of pentaerythritol
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Ring opening of the dibenzylidene derivative of pentaerythritol 12 with N-bromosuccinimide gave di-O-benzoyldibromodideoxypentaerythritol (29). Reaction of 20 and 21 with hydrogen bromide in acetic acid afforded di-O-acetyl-di-O-p-toluenesulfonyl pentaerythritol (26). Nucleophilic displacement of the tosyloxy groups in 20 by 1,2,4 triazole afforded 2-phenyl-5-(p-toluenesulfonyloxymethyl)-5-(1,2,4-triazolylmethyl)-1,3-dioxan (31) and 2-phenyl-5,5-bis(1,2,4-triazolylmethyl)-1,3-dioxan (32), and with benzotriazole gave 2-phenyl-5,5-bis(benzotriazolylmethyl)-1,3-dioxan (30). The activity of various derivatives against hepatitis B virus has been studied.
- Ashry, E. S. H. El,Kilany, Y. El,Hamid, H. Abdel,El-Zemity, S. R.,Boghdady, S.
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p. 111 - 128
(2007/10/03)
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- Synthesis of 2,6,10,14,18,22-hexaazaspiro[11.11]tricosane, the first example of a spiro aza crown derived from 2,2-bis(aminomethyl)propane-1,3-diamine
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2,6,10,14,18,22-Hexaazaspiro[11.11]tricosane 1 has been prepared in seven steps from pentaerythritol. The key steps include two successive cyclizations by displacement of two tosyloxy groups from the appropriate pentaerythritol derivatives (4; 6) with 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), each reaction being followed by sodium borohydride reduction. Hydrolysis of the spiro bis(hexahydro-1H,4H,7H-3a,6a,9a-triazaphenalene) formed 1.
- Wang, Qi,Mikkola, Satu,L?nnberg, Harri
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p. 2735 - 2737
(2007/10/03)
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- SYNTHESIS OF NEW CARBOCYCLIC ANALOGUES OF OXETANOCIN A AND OXETANOCIN G
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The synthesis of cis-3-amino-1-cyclobutanemethanol has been performed in six steps (59.6percent yield) from cis-1,3-cyclobutanedicarboxylic anhydride.This allowed us to obtain two new carbocyclic analogues of oxetanocin A and oxetanocin G related to 7-deazaadenosine and 7-deazaguanosine.
- Pecquet, Pascal,Huet, Francois,Legraverend, Michel,Bisagni, Emile
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p. 739 - 745
(2007/10/02)
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