Technology Process of C19H35ClO8
There total 5 articles about C19H35ClO8 which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
5,5a-didehydro-2,3,4,6-tetra-O-(ethoxymethyl)-5a-carba-α-D-xylohexopyranose;
With
tetrabutyl-ammonium chloride; triethylamine;
In
dichloromethane;
at 0 ℃;
for 0.25h;
Molecular sieve;
With
methanesulfonyl chloride;
In
dichloromethane;
at 0 - 20 ℃;
for 3.25h;
Molecular sieve;
DOI:10.1002/anie.201302543
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
1.2: 1.5 h / -78 °C
2.1: sodium tetrahydroborate; methanol / 1 h / 0 - 20 °C
3.1: trifluoroacetic anhydride; dimethyl sulfoxide / dichloromethane / 3.25 h / -78 °C / Inert atmosphere
3.2: 13 h / -78 - 20 °C / Inert atmosphere
4.1: lithium triethylborohydride / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere
5.1: tetrabutyl-ammonium chloride; triethylamine / dichloromethane / 0.25 h / Molecular sieve
5.2: 3.25 h / 0 - 20 °C
With
methanol; sodium tetrahydroborate; n-butyllithium; tetrabutyl-ammonium chloride; lithium triethylborohydride; dimethyl sulfoxide; triethylamine; diisopropylamine; trifluoroacetic anhydride;
In
tetrahydrofuran; hexane; dichloromethane;
3.1: |Swern Oxidation / 3.2: |Horner-Wadsworth-Emmons Olefination;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium tetrahydroborate; methanol / 1 h / 0 - 20 °C
2.1: trifluoroacetic anhydride; dimethyl sulfoxide / dichloromethane / 3.25 h / -78 °C / Inert atmosphere
2.2: 13 h / -78 - 20 °C / Inert atmosphere
3.1: lithium triethylborohydride / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere
4.1: tetrabutyl-ammonium chloride; triethylamine / dichloromethane / 0.25 h / Molecular sieve
4.2: 3.25 h / 0 - 20 °C
With
methanol; sodium tetrahydroborate; tetrabutyl-ammonium chloride; lithium triethylborohydride; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride;
In
tetrahydrofuran; dichloromethane;
2.1: |Swern Oxidation / 2.2: |Horner-Wadsworth-Emmons Olefination;