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Stereocontrolled, straightforward synthesis of 3-substituted methyl 7α-methoxy-1-oxacephems

✍ Scribed by Mitsuru Yoshioka; Teruji Tsuji; Shoichiro Uyeo; Sadao Yamamoto; Tsutomu Aoki; Yasuhiro Nishitani; Sachio Mori; Hisao Satoh; Yoshinori Hamada; Hiroyuki Ishitobi; Wataru Nagata

Book ID
108384587
Publisher
Elsevier Science
Year
1980
Tongue
French
Weight
272 KB
Volume
21
Category
Article
ISSN
0040-4039

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Synthetic studies on β-lactam antibiotics. 18. Convenient, stereocontrolled synthesis of 3-methyl 7α-methoxy-1-oxacephems
✍ Tsutomu Aoki; Mitsuru Yoshioka; Yuji Sendo; Wataru Nagata 📂 Article 📅 1979 🏛 Elsevier Science 🌐 French ⚖ 248 KB

Alcohols 4\_ and s prepared from 3 underwent completely stereospecific etherification to give l-oxacephams 2 and s which were converted into the 1-oxacephem nucleus 2 via kaand lc. Functionalization at C-3' in 6 and &was unsuccessful. Since 7a-methoxy-1-oxacephem & (6059-S) was found to be a highly