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A novel synthesis of (3R,4R)-4-acetoxy-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-2-azetidinone, the versatile key intermediate of carbapenem synthesis, from (S)-ethyl lactate

✍ Scribed by Yoshio Ito; Takeo Kawabata; Shiro Terashima

Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
246 KB
Volume
27
Category
Article
ISSN
0040-4039

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πŸ“œ SIMILAR VOLUMES

A short, stereoselective synthesis of (3
A short, stereoselective synthesis of (3R,4R)-4-acetoxy-3-[(R)-1β€²((t-butyldimethylsilyl)oxy) ethyl]-2-azetidinone, key intermediate for the preparation of carbapenem antibiotics
✍ Franco Cozzi; Rita Annunziata; Mauro Cinquini; Laura Poletti; Alcide Perboni; Br πŸ“‚ Article πŸ“… 1998 πŸ› John Wiley and Sons 🌐 English βš– 63 KB

A short stereoselective synthesis of the acetoxy azetidinone (1), an important precursor of several biologically active ␀-lactam antibiotics, has been accomplished in seven steps and 32.8% overall yield from the easily available and inexpensive (R) ethyl 3-hydroxybutanoate.

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ChemInform Abstract: Novel Synthesis of (3R,4R)-4-Acetoxy-3-[1β€²(R)-tert-butyldimethylsilyloxyethyl] Azetidin-2-one: A Key Intermediate for Penem and Carbapenem Synthesis.
✍ Santosh Kumar Singh; G. B. Singh; V. K. Byri; B. Satish; Ravi Dhamjewar; B. Gopa πŸ“‚ Article πŸ“… 2008 πŸ› John Wiley and Sons βš– 50 KB πŸ‘ 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a β€œFull Text” option. The original article is trackable v

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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.
✍ C. YANG; N. YASUDA πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 33 KB πŸ‘ 1 views

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). Desily