1990
DOI: 10.1002/chin.199019314
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ChemInform Abstract: Synthetic Methods for the Preparation of Basic D‐ and L‐Pseudo‐Sugars. Synthesis of Carbocyclic Analogues of N‐Acetyl‐muramyl‐L‐alanyl‐D‐isoglutamine (MDP).

Abstract: The carbocyclic analogue (VII) and the carbocyclic nor‐analogue (VIII) of MDP (IX) are prepared in order to modify the immunostimulating activities of this compound.

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“…The synthesis of carba-sugar 8 is depicted in Figure B. Methyl glycoside 10 was converted to carba-cycle 11 as described by Barton et al Basic cleavage of the cyclic carbamate gave diol 12 that could be selectively phosphorylated at the primary OH group to yield 13 . Catalytic hydrogenation gave carba-sugar 8 .…”
mentioning
confidence: 99%
“…The synthesis of carba-sugar 8 is depicted in Figure B. Methyl glycoside 10 was converted to carba-cycle 11 as described by Barton et al Basic cleavage of the cyclic carbamate gave diol 12 that could be selectively phosphorylated at the primary OH group to yield 13 . Catalytic hydrogenation gave carba-sugar 8 .…”
mentioning
confidence: 99%