A stereochemical investigation of the cyclisation ofD-glucose-6[(R)-¹⁶O,¹⁷O,¹⁸O]phosphate and adenosine-5′[(R)-¹⁶O,¹⁷O,¹⁸O]phosphate

1 January 1980

journal article
research article
Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications

No. 23,p. 1142-1145
https://doi.org/10.1039/c39800001142

Abstract

D-Glucose-6[(R)-¹⁶O,¹⁷O,¹⁸O] phosphate and adenosine-5′[(R)-¹⁶O,¹⁷O,¹⁸O] phosphate were synthesised and converted (by treatment with diphenyl phosphorochloridate, followed by potassium t-butoxide) into the cyclic 4,6-phosphate and 3′5′-phosphate diesters respectively with retention of configuration at phosphorus; the absolute configuration of D-glucose-6[¹⁶O,¹⁷O,¹⁸O]phosphate and adenosine-5′[¹⁶O,¹⁷O,¹⁸O]phosphate of unknown chirality at phosphorus can now be determined by ³¹P n.m.r. spectroscopy.

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A stereochemical investigation of the cyclisation ofD-glucose-6[(R)-16O,17O,18O]phosphate and adenosine-5′[(R)-16O,17O,18O]phosphate

Abstract

Keywords

A stereochemical investigation of the cyclisation ofD-glucose-6[(R)-¹⁶O,¹⁷O,¹⁸O]phosphate and adenosine-5′[(R)-¹⁶O,¹⁷O,¹⁸O]phosphate