Technology Process of (2R,16R)-16-(tert-butyldimethylsilyloxy)-2-(4-methoxybenzyloxy)heptadecan-1-ol
There total 12 articles about (2R,16R)-16-(tert-butyldimethylsilyloxy)-2-(4-methoxybenzyloxy)heptadecan-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
dichloromethane; toluene;
at -78 ℃;
for 5h;
Inert atmosphere;
DOI:10.1002/ejoc.201301287
- Guidance literature:
-
Multi-step reaction with 3 steps
1: potassium hexacyanoferrate(III); potassium carbonate; methanesulfonamide; (DHQD)2AQN; potassium osmate(VI) dihydrate; water / tert-butyl alcohol / 24 h / 0 °C
2: toluene-4-sulfonic acid / benzene / 12 h / 20 °C
3: diisobutylaluminium hydride / dichloromethane; toluene / 5 h / -78 °C / Inert atmosphere
With
potassium osmate(VI) dihydrate; methanesulfonamide; (DHQD)2AQN; water; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; potassium hexacyanoferrate(III);
In
dichloromethane; toluene; tert-butyl alcohol; benzene;
1: |Sharpless Dihydroxylation;
DOI:10.1002/ejoc.201301287
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: acetonitrile / 72 h / Reflux
2.1: n-butyllithium / tetrahydrofuran / 0.5 h / 0 °C
2.2: 12 h / -78 - 20 °C
3.1: hydrogen; palladium hydroxide 10 wt. % on activated carbon / ethanol / 2 h / 20 °C
4.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.75 h / -78 °C
4.2: 1.5 h / -78 - 20 °C
5.1: n-butyllithium / tetrahydrofuran / 0.5 h / 0 °C
5.2: 3 h / 0 - 20 °C
6.1: potassium hexacyanoferrate(III); potassium carbonate; methanesulfonamide; (DHQD)2AQN; potassium osmate(VI) dihydrate; water / tert-butyl alcohol / 24 h / 0 °C
7.1: toluene-4-sulfonic acid / benzene / 12 h / 20 °C
8.1: diisobutylaluminium hydride / dichloromethane; toluene / 5 h / -78 °C / Inert atmosphere
With
potassium osmate(VI) dihydrate; n-butyllithium; oxalyl dichloride; methanesulfonamide; palladium hydroxide 10 wt. % on activated carbon; (DHQD)2AQN; water; hydrogen; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; potassium hexacyanoferrate(III);
In
tetrahydrofuran; ethanol; dichloromethane; toluene; acetonitrile; tert-butyl alcohol; benzene;
2.2: |Wittig Olefination / 4.1: |Swern Oxidation / 4.2: |Swern Oxidation / 5.2: |Wittig Olefination / 6.1: |Sharpless Dihydroxylation;
DOI:10.1002/ejoc.201301287
