Technology Process of (1S)-(1(OH),2,4/1,3)-2,3,4-Tri-O-benzyl-1-C-<(benzyloxy)methyl>-6,6-dichloro-5-oxo-1,2,3,4-cyclohexanetetrol
There total 7 articles about (1S)-(1(OH),2,4/1,3)-2,3,4-Tri-O-benzyl-1-C-<(benzyloxy)methyl>-6,6-dichloro-5-oxo-1,2,3,4-cyclohexanetetrol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3,4,5,7-tetra-benzyloxy-1,1-dichloroheptane-2,6-diol;
With
dimethyl sulfoxide; trifluoroacetic anhydride;
In
dichloromethane;
at -70 ℃;
for 1h;
With
triethylamine;
In
dichloromethane;
at -70 ℃;
for 0.25h;
Temperature;
Time;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: water; N-Bromosuccinimide / acetone / 0.5 h / 25 °C
2.1: acetic anhydride; dimethyl sulfoxide / 12 h / 25 °C
3.1: diisopropylamine; n-butyllithium / hexane / 1 h / -70 - 70 °C
4.1: sodium tetrahydroborate / 1,2-dimethoxyethane / 6 h / 25 °C / Cooling with ice
5.1: trifluoroacetic anhydride; dimethyl sulfoxide / dichloromethane / 1 h / -70 °C
5.2: 0.25 h / -70 °C
With
sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; water; acetic anhydride; dimethyl sulfoxide; diisopropylamine; trifluoroacetic anhydride;
In
1,2-dimethoxyethane; hexane; dichloromethane; acetone;
5.2: |Aldol Condensation;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium methylate; methanol / dichloromethane / 0.5 h / 20 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 20 °C / Cooling with ice
2.2: 6 h / Cooling with ice
3.1: water; N-Bromosuccinimide / acetone / 0.5 h / 25 °C
4.1: acetic anhydride; dimethyl sulfoxide / 12 h / 25 °C
5.1: diisopropylamine; n-butyllithium / hexane / 1 h / -70 - 70 °C
6.1: sodium tetrahydroborate / 1,2-dimethoxyethane / 6 h / 25 °C / Cooling with ice
7.1: trifluoroacetic anhydride; dimethyl sulfoxide / dichloromethane / 1 h / -70 °C
7.2: 0.25 h / -70 °C
With
methanol; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; water; sodium methylate; acetic anhydride; sodium hydride; dimethyl sulfoxide; diisopropylamine; trifluoroacetic anhydride;
In
1,2-dimethoxyethane; hexane; dichloromethane; N,N-dimethyl-formamide; acetone;
7.2: |Aldol Condensation;
