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Iminoheptitols as glycosidase inhibitors: Synthesis of α-homomannojirimycin, 6-epi-α-homomannojirimycin and of a highly substituted pipecolic acid

✍ Scribed by Ian Bruce; George W.J. Fleet; Isabelle Cenci di Bello; Bryan Winchester

Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
853 KB
Volume
48
Category
Article
ISSN
0040-4020

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✦ Synopsis

In a search for a mannopyranose analogue which inhibits a-mannosidases but not a-fucosidases, ahomonojirimycin was prepared, the syntheses of 6-epi-a-homonojirimycin and of 2,6-dideoxy-2.6-imino-Lglycero-D-ralo-heptonic acid (a highly substituted pipecolic acid) are also reported.

📜 SIMILAR VOLUMES

Iminoheptitols as glycosidase inhibitors
Iminoheptitols as glycosidase inhibitors: Synthesis of, and mannosidase and fucosidase inhibition by, α—homomannojirimycin and 6-epi-homomannojirimycin
✍ Ian Bruce; George W.J. Fleet; Isabelle Cenci di Bello; Bryan Winchester 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 280 KB

C-2 and C-6 of a heptonolactone are joined together by nitrogen to afford a-homomannojirimycin (HMJ) and &epi-a-homomannojirimycin: the inhibition of some n-mannosidases and a-fucosidases by these iminoheptitols is reported.