1,3-Dioxolane C-Nucleosides: Asymmetric Synthesis of Four Stereoisomers of 2-[2-(Hydroxymethyl)-1,3-Dioxolan-S-yl)-1,3-Thiazole-4-Carboxamide
✍ Scribed by Jinfa Du; Fucheng Qu; Doo-won Lee; M. Gary Newton; Chung K. Chu
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- French
- Weight
- 266 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0040-4039
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## Abstract The acid catalyzed reaction of glycerol‐d~5~ with bromoacetaldehyde dimethyl acetal affords the corresponding 2‐bromomethyl‐4‐hydroxymethyl‐1,3‐dioxolane, which was treated with lithium iodide in 2‐butanone to afford the pentadeuterated domiodol 1 in high isotopic purity.
## Abstract The synthesis of ^3^H and ^14^C labeled __d__‐2‐ethyl‐2‐phenyl‐4‐(2‐piperidyl)‐1, 3‐dioxolane hydrochloride (Va and Vb respectively) is described. The optically pure α(‐)‐2‐(2‐piperidyl)ethane‐1,2‐diol hydrochloride (II), obtained by hydrolyzing α (+)‐2,2‐diphenyl‐4‐(2‐piperidyl)‐1,3‐di