Technology Process of (3R,5R)-1-((2S,5S)-5-(3-hydroxypropyl)-3-methylenetetrahydrofuran-2-yl)-6-iodo-5-methylhept-6-en-3-ol
There total 1 articles about (3R,5R)-1-((2S,5S)-5-(3-hydroxypropyl)-3-methylenetetrahydrofuran-2-yl)-6-iodo-5-methylhept-6-en-3-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; water; tert-butyl alcohol / 0 °C / Inert atmosphere
2: sodium periodate / tetrahydrofuran; water; tert-butyl alcohol / 6 h / 0 - 20 °C
3: chromium dichloride; triethylamine; nickel dichloride / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere; Glovebox
4: silver trifluoromethanesulfonate; silver(II) oxide
5: tetrahydrofuran / 1 h / -20 - 20 °C / Inert atmosphere
6: triethylamine; hydrazine hydrate / ethanol / 2.5 h / 60 - 65 °C
7: triethylamine; iodine / diethyl ether / 0 - 20 °C
8: hydrogenchloride / methanol; isopropyl alcohol / 3 h / 0 - 20 °C / Inert atmosphere
With
chromium dichloride; hydrogenchloride; silver(II) oxide; sodium periodate; osmium(VIII) oxide; hydrazine hydrate; iodine; silver trifluoromethanesulfonate; 4-methylmorpholine N-oxide; triethylamine; nickel dichloride;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; water; isopropyl alcohol; tert-butyl alcohol;
- Guidance literature:
-
(3R,5R)-1-((2S,5S)-5-(3-hydroxypropyl)-3-methylenetetrahydrofuran-2-yl)-6-iodo-5-methylhept-6-en-3-ol;
With
2,4,6-trimethyl-pyridine; dmap;
at 0 ℃;
for 0.5h;
Inert atmosphere;
pivaloyl chloride;
at 20 ℃;
for 0.75h;
Inert atmosphere;