104311-79-7

Upstream product

• 618-32-6 Benzoyl bromide 
• 113661-09-9 trans-4-bromo-2-buten-1-ol 
• 532-32-1 sodium benzoate 
• 821-06-7 (E)-1,4-dibromobutene 

Downstream Products

• 116664-15-4 2-amino-9-<(E)-4-(benzoyloxy)-2-buten-1-yl>-6-chloropurine 
• 911319-70-5 trans-1-iodo-4-benzoyloxy-2-butene 
• 911319-50-1 (2S,3S)-1-[(E)-4-benzoyloxy-2-butenyl]-2-[(R)-6-methoxyquinol-4-yl-triethylsilyloxy]methyl-3-trimethylsilyloxy-piperidine 
• 911319-56-7 Benzoic acid (E)-4-{(R)-6-[(R)-(6-methoxy-quinolin-4-yl)-triethylsilanyloxy-methyl]-5-trimethylsilanyloxy-3,6-dihydro-2H-pyridin-1-yl}-but-2-enyl ester 
• 911319-72-7 (R)-1-((E)-4-Benzoyloxy-but-2-enyl)-2-[(R)-(6-methoxy-quinolin-4-yl)-triethylsilanyloxy-methyl]-3-oxo-piperidine-4-carboxylic acid methyl ester 
• 911319-51-2 (2R)-1-[(E)-4-benzoyloxy-2-butenyl]-2-[(R)-6-methoxyquinol-4-yl-triethylsilyloxy]methyl-3-oxo-piperidine 
• 911319-71-6 Benzoic acid (E)-4-{(2S,3S)-3-hydroxy-2-[(R)-(6-methoxy-quinolin-4-yl)-triethylsilanyloxy-methyl]-piperidin-1-yl}-but-2-enyl ester 
• 7718-68-5 1-bromo-1-deoxy-tri-O-benzoylthreitol 

Relevant academic research and scientific papers

Synthetic studies on quinine: Quinuclidine construction via a ketone enolate regio- and diastereoselective Pd-mediated allylic alkylation

7-Hydroxy-quinine was synthesized by an asymmetric aldol reaction that establishes the C8 and C9 stereochemistry, followed by construction of the 3-vinyl-quinuclidine azabicyclo[2.2.2]octane by C3-C4 ring closure using an intramolecular palladium-mediated

Synthesis and antiherpetic activity of (±)-9-[[(Z)-2-(hydroxymethyl)cyclopropyl]methyl]guanine and related compounds

A series of analogues of acyclovir and ganciclovir were prepared in which conformational constrainst were imposed by incorporation of a cyclopropane ring or unsaturation into the side chain. In addition, several related base-modified compounds were synthesized. These acyclonucleosides were evaluated for enzymatic phosphorylation and DNA polymerase inhibition in a staggered assay and for inhibitory activity against herpes simplex virus types 1 and 2 in vitro. Certain of the guanine or 8-azaguanine derivatives were good substrates for the viral thymidine kinase and were further converted to triphosphate, but none was a potent inhibitor of the viral DNA polymerase. Nevertheless, one member of this group, (±)-9-[[(Z)-2-(hydroxymethyl)cyclopropyl]methyl]guanine (3a), displayed significant antiherpetic activity in vitro, superior to that of the corresponding cis olefin 4a. Another group, typified by (±)-9-[[(E)-2-(hydroxymethyl)cyclopropyl]methyl]adenine (17b), possessed modest antiviral activity despite an apparent inability to be enzymatically phosphorylated. The relationship of side-chain conformation and flexibility to biological activity in this series is discussed.