Synthesis of enantiomerically pure 9-[(1'R,2'R,3'S)-bis(hydroxymethyl)thietan-1'-yl]adenine, 3'-thio analog of oxetanocin A

Tetrahedron Letters

Volumn 40, Issue 41, 1999, Pages 7385-7388

  Ichikawa, Eiko ^a   Yamamura, Shosuke ^a   Kato, Kuniki ^b  

^a KEIO UNIVERSITY   (Japan)

^b NIPPON KAYAKU CO LTD   (Japan)

Author keywords

Nucleosides; Pummerer reactions; Thietanes

Indexed keywords

9 [BIS(HYDROXYMETHYL)THIETAN 1' YL]ADENINE; BUTANE; NUCLEOSIDE ANALOG; PURINE DERIVATIVE; SULFOXIDE; THIETANE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CROSS LINKING; DRUG SYNTHESIS; ENANTIOMER;

EID: 0033536612     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01515-4     Document Type: Article

References (14)

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9. 6. Attempts to get 1-O-acetylthietanose derivative 20 from 17 by heating in acetic anhydride were unsuccessful. (Formula presented)
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13. 8. The stereochemistry of the anomeric carbon was determined by an NOE analysis of α-18 and β-18, respectively, α-18 showed 12% NOE at the H-1′ proton when irradiated at H-2′.
14. +.