ChemInform Abstract: A Practical Synthesis of 3-[(1R)-1-t-Butyldimethylsilyloxyethyl]-4- [(2R)-4-halo-3-oxo-2-butyl]azetidinone, a Versatile Intermediate for Carbapenem Antibiotics.
โ Scribed by C. YANG; N. YASUDA
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 33 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0931-7597
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โฆ Synopsis
A Practical Synthesis of 3-[(1R)-1-t-Butyldimethylsilyloxyethyl]-4-[(2R)-4-halo-3-oxo-2-butyl]azetidinone, a Versatile Intermediate for Carbapenem Antibiotics.
-The readily available carboxylic acid (I) is converted efficiently by a three-step procedure into the title compounds such as (VI). Desilylation is prevented using a nonaqueous quench with anhydrous acetic acid.
๐ SIMILAR VOLUMES
A Convenient Stereoselective Synthesis of (1R,2S,3R,4S)-3-(Neopentyloxy)isoborneol. -The first regio-and stereoselective synthesis of the title compound (VI), a valuable chiral auxiliary, is developed starting from the camphorquinone (I) in six steps and 48% overall yield. -
Synthetic Studies on Sphingolipids. Part 4. Improved Synthesis of (4S)-4-[(1S,2R)-1,2-Epoxybut-3-enyl]-2-phenyl-2-oxazoline, a Key Intermediate for Sphingolipids. -A novel route to the title compound (VIII) is reported with an oxidative bromination [(VI) โ (VII)] as the key step.