[Compounds similar to acyclovir. VI. Synthesis of optically active 1',2'-seconucleosides].
A convenient method is suggested of synthesis of (3R, 4R)-, (3S, 4S)- and (3R/S, 4S/R)-dihydroxy-3-hydroxymethyl-2-oxapentyl derivatives of the, cytosine, uracyl, adenine and guanine ("full" acyclic analogues of nucleosides with C1'-C2' bond cleaved) by condensation of trimethylsilyl derivatives of nucleic bases (sodium salt in case of adenine) with (3$, 4R)-, (3S )-, (3S, 4S)- and (3R/S, 4S/R)-4,5-diacetoxy-3-acetoxymethyl-1-chloro-2-oxapentanes without catalyst followed by deacetylation.
Smirnov
I P
IP
Kochetkova
S V
SV
Tsilevich
T L
TL
Khorlin
A A
AA
Gottikh
B P
BP
Florent'ev
V L
VL
D000212:Acyclovir / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D002942:Circular Dichroism; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D009705:Nucleosides; D000212:Acyclovir
Soedineniia, podobnye atsikloviru. VI. Sintez opticheski aktivnykh 1',2'-sekonukleozidov.