Carbanucleosides: synthesis of both enantiomers of 2-(6-chloro-purin-9-yl)-3,5-bishydroxymethyl cyclopentanol from d-glucose

Tetrahedron Letters

Volumn 47, Issue 50, 2006, Pages 8821-8825

  Roy, Biswajit G ^a   Maity, Joy Krishna ^a   Drew, Michael G B ^b   Achari, Basudeb ^a   Mandal, Sukhendu B ^a  

^a INDIAN INSTITUTE OF CHEMICAL BIOLOGY   (India)

^b UNIVERSITY OF READING   (United Kingdom)

Author keywords

Carbanucleosides; d Glucose; Enantiomers; Nitrone cycloaddition reaction; Synthesis

Indexed keywords

1,2:5,6 DI O ISOPROPYLIDENE 3 DEOXY 3BETA 3BETA ALLYL ALPHA DEXTRO GLUCOFURANOSE; 1,2:5,6 DI O ISOPROPYLIDENE ALPHA DEXTRO GLUCOFURANOSE; 2 (6 CHLOROPURIN 9 YL) 3,5 BISHYDROXYMETHYLCYCLOPENTANOL; ALLYL COMPOUND; AMINOCYCLOPENTANOL DERIVATIVE; CYCLOPENTANE DERIVATIVE; GLUCOSE; ISOXAZOLIDINOCYCLOPENTANE DERIVATIVE; NITRONE; NUCLEOSIDE DERIVATIVE; PENTANOL; UNCLASSIFIED DRUG;

ARTICLE; CYCLOADDITION; DIASTEREOISOMER; DRUG SYNTHESIS; ENANTIOMER; SUBSTITUTION REACTION;

EID: 33750630267     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.10.070     Document Type: Article

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36. -3. 4741 Independent reflections were measured using MoKα radiation at 150 K on an Oxford Instruments X-Calibur CCD diffractometer and refined to R1 0.0522. wR 2 0.1022. Torsion angle between H-13 and H-14 is -99.1 and between H-4 and H-14 is 9.4. Crystal data have been deposited at the Cambridge Crystallographic Data Centre with reference number CCDC 619424. Data can be obtained via www.ccdc.cam.ac.uk/data_request/cif.