Technology Process of (S)-1-(2-fluoro-6-iodophenyl)ethane-1,2-diol
There total 2 articles about (S)-1-(2-fluoro-6-iodophenyl)ethane-1,2-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
osmium(VIII) oxide; methanesulfonamide; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; potassium hexacyanoferrate(III);
In
water; tert-butyl alcohol;
at 0 ℃;
for 24h;
Overall yield = 83 %; Overall yield = 4.2 g; enantioselective reaction;
DOI:10.1002/anie.201205106
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere; Darkness
1.2: 1 h / -78 °C / Inert atmosphere; Darkness
2.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
2.2: 24 h / 0 °C / Inert atmosphere
3.1: hydroquinidein 1,4-phthalazinediyl diether; potassium hexacyanoferrate(III); methanesulfonamide; osmium(VIII) oxide; potassium carbonate / water; tert-butyl alcohol / 24 h / 0 °C
With
osmium(VIII) oxide; n-butyllithium; methanesulfonamide; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; 1,1,1,3,3,3-hexamethyl-disilazane; potassium hexacyanoferrate(III); lithium diisopropyl amide;
In
tetrahydrofuran; water; tert-butyl alcohol;
2.2: |Wittig Olefination / 3.1: |Sharpless Dihydroxylation;
DOI:10.1002/chem.201300687
- Guidance literature:
-
With
dmap; triethylamine;
In
dichloromethane;
at 20 ℃;
for 12h;
regioselective reaction;
Inert atmosphere;
DOI:10.1002/anie.201205106
