Technology Process of (S)-4-(2,6-bis((benzyloxy)methoxy)-4-((1S,2S)-1,2-dihydroxypropyl)-3-iodophenyl)-3-methylbutan-2-one
There total 10 articles about (S)-4-(2,6-bis((benzyloxy)methoxy)-4-((1S,2S)-1,2-dihydroxypropyl)-3-iodophenyl)-3-methylbutan-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
iodine; silver trifluoroacetate;
In
chloroform;
at 0 - 20 ℃;
for 1.5h;
Inert atmosphere;
Schlenk technique;
DOI:10.1021/ol402191t
- Guidance literature:
-
Multi-step reaction with 4 steps
1: palladium diacetate; ruphos; potassium carbonate / toluene; water / 1.5 h / 85 °C / Inert atmosphere; Schlenk technique
2: tetrahydrofuran; diethyl ether / 0.25 h / -78 - 0 °C / Inert atmosphere; Schlenk technique
3: hydroquinidein 1,4-phthalazinediyl diether; potassium hexacyanoferrate(III); potassium osmate; potassium carbonate; methanesulfonamide / water; tert-butyl alcohol / 18 h / 20 °C / Inert atmosphere; Schlenk technique
4: iodine; silver trifluoroacetate / chloroform / 1.5 h / 0 - 20 °C / Inert atmosphere; Schlenk technique
With
potassium osmate; methanesulfonamide; iodine; palladium diacetate; silver trifluoroacetate; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; potassium hexacyanoferrate(III); ruphos;
In
tetrahydrofuran; diethyl ether; chloroform; water; toluene; tert-butyl alcohol;
1: |Suzuki Coupling / 3: |Sharpless Dihydroxylation;
DOI:10.1021/ol402191t
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 18-crown-6 ether; potassium tert-butylate / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere; Schlenk technique
2: palladium diacetate; ruphos; potassium carbonate / toluene; water / 1.5 h / 85 °C / Inert atmosphere; Schlenk technique
3: tetrahydrofuran; diethyl ether / 0.25 h / -78 - 0 °C / Inert atmosphere; Schlenk technique
4: hydroquinidein 1,4-phthalazinediyl diether; potassium hexacyanoferrate(III); potassium osmate; potassium carbonate; methanesulfonamide / water; tert-butyl alcohol / 18 h / 20 °C / Inert atmosphere; Schlenk technique
5: iodine; silver trifluoroacetate / chloroform / 1.5 h / 0 - 20 °C / Inert atmosphere; Schlenk technique
With
potassium osmate; 18-crown-6 ether; methanesulfonamide; potassium tert-butylate; iodine; palladium diacetate; silver trifluoroacetate; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; potassium hexacyanoferrate(III); ruphos;
In
tetrahydrofuran; diethyl ether; dichloromethane; chloroform; water; toluene; tert-butyl alcohol;
1: |Wittig Olefination / 2: |Suzuki Coupling / 4: |Sharpless Dihydroxylation;
DOI:10.1021/ol402191t