𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Improved synthesis of cord factor analogues via the mitsunobu reaction

✍ Scribed by Ian D. Jenkins; Mayer B. Goren

Publisher
Elsevier Science
Year
1986
Tongue
English
Weight
578 KB
Volume
41
Category
Article
ISSN
0009-3084

No coin nor oath required. For personal study only.

✦ Synopsis

Treatment of trehalose with triphenylphosphine, diisopropyl azodicarboxylate and &Otetrahydropyran-2-ylmycolic acid in 1:1 hexamethylphosphoric triamide/dichloromethane, followed by removal of the tetrahydropyranyl protecting group, gave cord factor (1) in good yield, under exceptionally mild conditions. Two new cord factor analogues were similarly prepared from #-O-methylmycolic acid and from the a,B-unsaturated 'anhydro' mycolic acid respectively. The procedure, employing excess trehalose, can also be used for the synthesis of trehalose monomycolates in good yield. No protection of the carbohydrate is required.

πŸ“œ SIMILAR VOLUMES

ChemInform Abstract: Synthesis of Unsatu
ChemInform Abstract: Synthesis of Unsaturated Carboacyclic Nucleoside Analogues via Mitsunobu Reactions
✍ Jinfa Du; Guangyi Wang πŸ“‚ Article πŸ“… 2000 πŸ› John Wiley and Sons βš– 29 KB πŸ‘ 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a β€œFull Text” option. The original article is trackable v