Technology Process of (6S,7R,8S)-(-)-7-epi-goniodiol
There total 6 articles about (6S,7R,8S)-(-)-7-epi-goniodiol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-6-((2S,3S)-3-phenyloxiran-2-yl)-5,6-dihydro-2H-pyran-2-one;
With
perchloric acid; water;
for 1h;
With
sodium hydrogencarbonate;
In
water;
at 20 ℃;
Overall yield = 94 %;
DOI:10.1021/acs.jnatprod.6b00386
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane
2.1: perchloric acid; water / 1 h
2.2: 20 °C
With
perchloric acid; water; 3-chloro-benzenecarboperoxoic acid;
In
dichloromethane;
DOI:10.1021/acs.jnatprod.6b00386
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: titanium tetrachloride; titanium(IV) isopropylate; silver(l) oxide; (S)-2,2'-dihydroxy-1,1'-binaphthyl / dichloromethane / 48 h / -15 °C / Inert atmosphere
2.1: triethylamine / dichloromethane / 2 h / 0 °C
3.1: Grubbs catalyst first generation / dichloromethane / 6 h / Reflux
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane
5.1: perchloric acid; water / 1 h
5.2: 20 °C
With
(S)-2,2'-dihydroxy-1,1'-binaphthyl; Grubbs catalyst first generation; titanium(IV) isopropylate; perchloric acid; water; titanium tetrachloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; silver(l) oxide;
In
dichloromethane;
DOI:10.1021/acs.jnatprod.6b00386