Crystal structure of methyl-5-amino-6,7-O-cyclohexylidene-5-deoxy- 3O,5N-ethylidene-α-D-ido-L-glycero-hepto-furanoside, C16H27NO6
Year: 1998
Type: article
Abstract: Source of material: The title compound (alternative name: (2A,4/?,4a5,65,75,7aA)-7-hydroxy-4-[(lA)-l,2-0-cyclohexyudenedioxyethyl]-6-methoxy-2-methyl-perhydrofuro[2,3-e]-1,3oxazine) was prepared by reduction of the corresponding isoxazoline (see ref. 1-4) using LIAIH4, with subsequent protection of the resulting 1,3-aminoalcohol. Crystallization from petroleum ether/ethyl acetate (4:1) furtushed the title compound in the form of colorless crystals [mp 427 К 429 K , [ a ] ? = + 41.8 (с = 0.52, CHCI3)]. The oxazine ring has chair conformation. The nitrogen atom is strongly pyramidalized and forms a hydrogen bridge to the 7-OH group of a neighbouring molecule. The cyclohexylidene groups are stacked in the crystal so that they lie on a directional vector connecting the centres of the rings.
Authors: W. Frey, P. J. Zimmermann, V. Jäger
Institution: University of Stuttgart
Language: German
Subfield: Inorganic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: gold
Estimated APC paid: $848
OpenAlex ID: W1988243766