A Practical Synthesis of <small>L</small>-Ribose

Masao Akagi; Daichi Omae; Yoshinori Tamura; Tetsujiro Ueda; Tetsuya Kumashiro; Hidehito Urata

doi:10.1248/cpb.50.866

Notes

A Practical Synthesis of L-Ribose

Masao Akagi, Daichi Omae, Yoshinori Tamura, Tetsujiro Ueda, Tetsuya Kumashiro, Hidehito Urata

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Keywords: mirror image, L-ribose, L-RNA, L-nucleoside

JOURNAL FREE ACCESS

2002 Volume 50 Issue 6 Pages 866-868

DOI https://doi.org/10.1248/cpb.50.866

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Abstract

L-Ribose was synthesized by a simple four-step method with overall yield of 76.3% from a protected L-arabinose derivative, which is a compatible intermediate for the synthesis of L-deoxyribose. The key step of this strategy is the Swern oxidation and subsequent stereoselective reduction accompanied by inversion of the 2-hydroxy group of protected L-arabinose.

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