Technology Process of (R)-1-((4S, 5S)-5-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propan-2-ol
There total 4 articles about (R)-1-((4S, 5S)-5-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propan-2-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-((4S, 5S)-5-(benzyloxymethyl)-2,2-dimethyl-1, 3-dioxolan-4-yl) propan-2-one;
With
potassium tri-sec-butyl-borohydride;
In
tetrahydrofuran;
at -78 ℃;
for 2h;
With
lithium triethylborohydride;
In
tetrahydrofuran;
at -78 ℃;
for 1h;
DOI:10.1016/j.tetlet.2012.08.019
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / Cooling with ice; Reflux
1.2: 0 °C
2.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C
2.2: 4 h / 20 °C
3.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide; dichloromethane / 5 h / 20 °C
4.1: tetrahydrofuran / 7 h / -78 - 20 °C
5.1: palladium dichloride; copper(l) chloride; oxygen / water; N,N-dimethyl-formamide / 6 h / 60 °C
6.1: potassium tri-sec-butyl-borohydride / tetrahydrofuran / 2 h / -78 °C
6.2: 1 h / -78 °C
With
lithium aluminium tetrahydride; oxygen; sodium hydride; potassium tri-sec-butyl-borohydride; copper(l) chloride; palladium dichloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
4.1: |Wittig Olefination / 5.1: |Wacker Oxidation;
DOI:10.1016/j.tetlet.2012.08.019
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide; dichloromethane / 5 h / 20 °C
2.1: tetrahydrofuran / 7 h / -78 - 20 °C
3.1: palladium dichloride; copper(l) chloride; oxygen / water; N,N-dimethyl-formamide / 6 h / 60 °C
4.1: potassium tri-sec-butyl-borohydride / tetrahydrofuran / 2 h / -78 °C
4.2: 1 h / -78 °C
With
oxygen; potassium tri-sec-butyl-borohydride; copper(l) chloride; palladium dichloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
2.1: |Wittig Olefination / 3.1: |Wacker Oxidation;
DOI:10.1016/j.tetlet.2012.08.019
