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Synthesis of alkyl [(alkyl 6-deoxy-α-d-gluco-heptopyranosyl-uronate) 6-deoxy-α-d-gluco-heptopyranosid]uronates, a novel type of mirror pseudo cord factor

✍ Scribed by Hans H. Baer; Roger L. Breton

Publisher: Elsevier Science
Year: 1991
Tongue: English
Weight: 640 KB
Volume: 209
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(91)80155-g

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✦ Synopsis

The 1-octyl, 1-pentadecyl, 1-hexadecyl, 1-heptadecyl, and 1-octadecyl diesters of (6-deoxy-alpha-D-gluco-heptopyranosyluronic acid) 6-deoxy-alpha-D-gluco-heptopyranosiduronic acid, a new homolog of trehalosuronic acid, were prepared by two procedures. One procedure involved conversion of the peracetylated acid into its dichloride, reaction of the latter with the alkanols, and acid-catalyzed deacetylation of the products, whereas the other consisted of reaction of alkyl mesylates with the potassium salt of the unprotected acid.

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Synthesis of a trehalose homolog, 6-deox

Synthesis of a trehalose homolog, 6-deoxy-α-d-gluco-heptopyranosyl 6-deoxy-α-d-gluco-heptopyranoside, and the corresponding bis(heptosiduronic acid)

✍ Hans H. Baer; Roger L. Breton; Yaping Shen 📂 Article 📅 1990 🏛 Elsevier Science 🌐 English ⚖ 910 KB

## ABSTRAC-I Crystalline 6-deoxy-a-D-gluco-heptopyranosyl 6-deoxy-a-o-gluco-heptopyranoside ( 8) and (6-deoxy-a-D-gluco-heptopyranosyluronic acid) 6-deoxy-a-D-gluco-heptopyranosiduronic acid (7) were synthesized from a,a-trehalose (1). Reaction of2,3,4,2',3',4'-hexa-O-acetyl-6,6'-di-O-tosyl-a,a-tr