An expeditious route to carbocyclic nucleosides:(−)-aristeromycin and (−)-carbodine

F Burlina, A Favre, JL Fourrey, M Thomas

Index: Burlina, Fabienne; Favre, Alain; Fourrey, Jean-Louis; Thomas, Martial Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 3 p. 247 - 250

Full Text: HTML

Citation Number: 39

Abstract

Download full text in PDF Opens in a new window. Article suggestions will be shown in a dialog on return to ScienceDirect. ... Please enable JavaScript to use all the features on this page. ... The readily available bicyclic lactone (−)-1 was transformed into diacetate (−)-2 which served in an expeditious route to (−)-aristeromycin (3a) and (−)-carbodine (3b) in acceptable yields. ... In both series 11 is less polar than 12 (CH 2 Cl 2 /Methanol system).

 Related Synthetic Route
(1R,5R)-5-hydroxymethyl-2-cyclopenten-1-ol Structure

143395-28-2

(1R,5R)-5-hydro...

~%

Carbodine Structure

71184-20-8

Carbodine

(3S,3aS,6aR)-2-oxo-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-3-yl (S)-2-acetoxypropanoate Structure

160154-62-1

(3S,3aS,6aR)-2-...

~%

Carbodine Structure

71184-20-8

Carbodine

acetic acid,[(1R,5R)-5-(hydroxymethyl)cyclopent-2-en-1-yl] acetate Structure

178456-34-3

acetic acid,[(1...

~%

Carbodine Structure

71184-20-8

Carbodine

((1S,4R)-4-(4-benzamido-2-oxopyrimidin-1(2H)-yl)cyclopent-2-en-1-yl)methyl acetate Structure

188118-61-8

((1S,4R)-4-(4-b...

~%

Carbodine Structure

71184-20-8

Carbodine

(1R,5R)-5-hydroxymethyl-2-cyclopenten-1-ol Structure

143395-28-2

(1R,5R)-5-hydro...

~%

Aristeromycin Structure

19186-33-5

Aristeromycin

(3S,3aS,6aR)-2-oxo-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-3-yl (S)-2-acetoxypropanoate Structure

160154-62-1

(3S,3aS,6aR)-2-...

~%

Aristeromycin Structure

19186-33-5

Aristeromycin

acetic acid,[(1R,5R)-5-(hydroxymethyl)cyclopent-2-en-1-yl] acetate Structure

178456-34-3

acetic acid,[(1...

~%

Aristeromycin Structure

19186-33-5

Aristeromycin

((1S,4R)-4-(6-benzamido-9H-purin-9-yl)cyclopent-2-en-1-yl)methyl acetate Structure

188118-64-1

((1S,4R)-4-(6-b...

~%

Aristeromycin Structure

19186-33-5

Aristeromycin

N/A Structure

106665-46-7

N/A

~%

Aristeromycin Structure

19186-33-5

Aristeromycin

N/A Structure

188118-78-7

N/A

~%

Aristeromycin Structure

19186-33-5

Aristeromycin

(3S,3aS,6aR)-2-oxo-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-3-yl (S)-2-acetoxypropanoate Structure

160154-62-1

(3S,3aS,6aR)-2-...

~%

acetic acid,[(1R,5R)-5-(hydroxymethyl)cyclopent-2-en-1-yl] acetate Structure

178456-34-3

acetic acid,[(1...


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