Welcome to LookChem.com Sign In|Join Free

Article Doi

CHEMISTRY OF BACTERIAL ENDOTOXINS. PART 3. REACTIONS OF OXAZOLINES DERIVED FROM 1,3,4,6-TETRA-O-ACETYL-2-Β-D-GLUCOPYRANOSE

DOI: 10.1039/P19850000057

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 57 - 60 (1985)

Update date:2022-08-04

Topics:

Authors:

Diolez, ChristianDiolez, Christian

Sarfati, S. RobertSarfati, S. Robert

Szabo, LadislasSzabo, Ladislas

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1039/P19850000057

In acidic medium the oxazoline derived from 2-<(3RS)-3-acetoxytetradecanamido>-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose readily eliminates elements of acetic acid: it is transformed into an oxazoline that carries an olefinic substituent having the E configuration; this compound, when treated with an alcohol, yields the corresponding β-D-glucosaminide.No elimination takes place with the analogous 3-hydroxy- or 3-benzyloxy-tetradecanamidoglucosamine derivatives. (3R)-3-benzyloxy-tetradecanoic acid was obtained in 60percent yield upon treatment of methyl (3R)-3-hydroxytetradecanoate in benzene with benzyl bromide, silver oxide, and anhydrous calcium sulphate, followed by saponification.Under similar conditions 3,4,6-tri-O-acetyl-1,2-dideoxy-4',5'-dihydro-2-<(2R)-2-hydroxytridecyl>-α-D-glucopyranoso<2,1-d>oxazole was transformed into the corresponding (2R)-2-benzyloxyoxazoline.

View More

Products guided by the article

Product name:3,4,6-tri-O-acetyl-2'<(2R)-2-benzyloxytridecyl>-1,2-dideoxy-5'6'-dyhydro-α-D-glucopyranoso<2,1-d>oxazole

Cas No:96236-89-4

96236-89-4

R&D Labs maybe for 96236-89-4

Relevant to this article

Hot Product