Three selectively labeled propynes were prepared either with deuterium or carbon-13 at position 3 and doubly labeled with carbon-13 at positions 1 and 2 by an alkylation reaction from the corresponding labeled or unlabeled monolithio acetylides and dimethylsulfates. Their lithiation with nBuLi gave
A convenient synthesis of 2′,3′-dideoxyinosine-13C5 and related 2′,3′-dideoxyadenosine-13C5
✍ Scribed by I. Victor Ekhato; Jay K. Rinehart
- Publisher
- John Wiley and Sons
- Year
- 2010
- Tongue
- French
- Weight
- 191 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Abstract
2′,3′‐Dideoxyinosine‐^13^C~5~ (ddI‐^13^C~5~) and the related 2′,3′‐dideoxyadenosine‐^13^C~5~ (ddA‐^13^C~5~) were prepared from (S)‐5‐[^13^C~5~]2,3‐dideoxyribonolactone 1. From a batch of this starting material ddI‐^13^C~5~ was made in 27% overall yield in seven steps and ddA‐^13^C~5~ in five steps and 14% overall yield. The known synthesis of ddI‐^13^C~5~ from glucose‐^13^C~6~ took 18‐steps~;~ therefore the present work is a substantial improvement. Copyright © 2010 John Wiley & Sons, Ltd.
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NMR chemical shifts and one-bond ' 3C-1 H couplings are reported for B'azido-3'-deoxythymidine, 2',3'-dideoxyadenosine, 2',3'-dideoxycytidine and 2 ' 3dideoxyinosine. Unambiguous assignments were made on the basis of results from 2D INADEQUATE experiments to establish the carbon-carbon connectivitie
## Abstract 5‐[4,5‐^13^C~2~]‐ and 5‐[1,5‐^13^C~2~]Aminolevulinic acid (ALA) have been synthesized by the Gabriel condensation of potassium phthalimide with ethyl bromo[1,2‐^13^C~2~]acetate (derived from [1,2‐^13^C~2~]acetic acid) or ethyl bromo[2‐^13^C]‐acetate (derived from sodium [2‐^13^C]acetate