On January 31, 2009, Monrad, Rune Nygaard; Fanefjord, Mette; Hansen, Flemming Gundorph; Jensen, N. Michael E.; Madsen, Robert published an article.HPLC of Formula: 38838-06-1 The title of the article was Synthesis of gabosine A and N from ribose by the use of ring-closing metathesis. And the article contained the following:
A concise synthetic route is described for the synthesis of gabosine A and N. The key step uses a zinc-mediated tandem reaction where Me 5-deoxy-5-iodo-2,3-O-isopropylidene-β-D-ribofuranoside is fragmented to give an unsaturated aldehyde which is allylated in the same pot with 3-benzoyloxy-2-methylallyl bromide. The functionalized octa-1,7-diene, thus obtained, is converted into the six-membered gabosine skeleton by ring-closing olefin metathesis. Subsequent protective group manipulations and oxidation gives rise to gabosine N in a total of 8 steps from ribose while the synthesis of gabosine A employs an addnl. step for inverting a secondary hydroxy group. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).HPLC of Formula: 38838-06-1
The Article related to gabosine a n asym preparation, methacrolein benzoyl bromide stereoselective haloacylation, methyl furanoside fragmentation stereoselective allylation ring closing metathesis oxidation and other aspects.HPLC of Formula: 38838-06-1
Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem