Successful oxidation of a key thiazoline intermediate allows an efficient synthesis of tiazofurin in four steps from commercially available 1%-acetoxy-2%,3%,5%-tri-O-benzoyl-b-D-ribofuranose.
✦ LIBER ✦
A Concise Route to Valacyclovir Hydrochloride
✍ Scribed by Prasada Raju V. N. K. V. Vetukuri; Ravindra Vedantham; Vijayavitthal Thippannachar Mathad; Pratap Reddy Padi; Vijaya Anand Ramasamy
- Book ID
- 102257507
- Publisher
- John Wiley and Sons
- Year
- 2011
- Tongue
- German
- Weight
- 136 KB
- Volume
- 94
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
An efficient and concise synthesis of valacyclovir hydrochloride (4), which is a prodrug of acyclovir (3) is described. The synthesis was accomplished in two stages by coupling acyclovir with (2S)-2-azido-3methylbutanoic acid followed by reduction (Scheme 2).
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