Technology Process of (2R,3R,4S,5S,6S)-1-[(tert-butyldiphenylsilyl)oxy]-2,4,6-trimethyl-3,5,7-heptatriol
There total 4 articles about (2R,3R,4S,5S,6S)-1-[(tert-butyldiphenylsilyl)oxy]-2,4,6-trimethyl-3,5,7-heptatriol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2R,3R,4S,5S,6S)-1-[(tert-butyldiphenylsilyl)oxy]-2,4,6-trimethyl-3,5-dihydroxyoct-7-ene;
With
ozone; triphenylphosphine;
In
methanol; dichloromethane;
at -78 - 23 ℃;
With
sodium tetrahydroborate;
In
methanol; ethanol; dichloromethane;
at 23 ℃;
for 16h;
Further stages.;
DOI:10.1021/jo0267908
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: i-Pr2NEt; molecular sieves 4 Angstroem / CH2Cl2 / 36 h / 0 °C
1.2: aqueous HCl / 0.25 h
1.3: aqueous NaOH / tetrahydrofuran / 1 h
2.1: ozone; triphenylphosphine / CH2Cl2; methanol / -78 - 23 °C
2.2: 50 percent / sodium borohydride / ethanol; methanol; CH2Cl2 / 16 h / 23 °C
With
4 A molecular sieve; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine;
In
methanol; dichloromethane;
DOI:10.1021/jo0267908
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: OsO4; NMO / 2-methyl-propan-2-ol; tetrahydrofuran; H2O
2.1: NaIO4 / tetrahydrofuran; H2O / 0.83 h / 23 °C
3.1: i-Pr2NEt; molecular sieves 4 Angstroem / CH2Cl2 / 36 h / 0 °C
3.2: aqueous HCl / 0.25 h
3.3: aqueous NaOH / tetrahydrofuran / 1 h
4.1: ozone; triphenylphosphine / CH2Cl2; methanol / -78 - 23 °C
4.2: 50 percent / sodium borohydride / ethanol; methanol; CH2Cl2 / 16 h / 23 °C
With
sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; 4 A molecular sieve; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine;
In
tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo0267908
![(2R,3R,4S,5S,6S)-1-[(tert-butyldiphenylsilyl)oxy]-2,4,6-trimethyl-3,5-dihydroxyoct-7-ene](/Databaselist/images/loading.webp)
