Technology Process of (2R,3R,4R,5S)-3-benzyloxy-2-benzyloxymethyl-4,5-isopropylidenedioxypiperidine
There total 7 articles about (2R,3R,4R,5S)-3-benzyloxy-2-benzyloxymethyl-4,5-isopropylidenedioxypiperidine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2S,3S,4R,5R)-5-azido-4,6-bis(benzyloxy)-2,3-isopropylidenedioxy-1-methanesulfonyloxyhexane;
With
Lyndlar catalyst; hydrogen;
In
ethyl acetate;
at 20 ℃;
for 6h;
With
potassium carbonate;
In
ethyl acetate;
Reflux;
DOI:10.3998/ark.5550190.0013.925
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium periodate / water; acetonitrile / 0.67 h / 20 °C
2.1: lithium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / 20 °C / Inert atmosphere
3.1: methanesulfonamide / water; tert-butyl alcohol / 120 h / 0 °C
4.1: toluene-4-sulfonic acid / acetone / 20 °C
5.1: lithium chloride; sodium tetrahydroborate / ethanol / 20 °C
6.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C
7.1: Lyndlar catalyst; hydrogen / ethyl acetate / 6 h / 20 °C
7.2: Reflux
With
sodium tetrahydroborate; sodium periodate; methanesulfonamide; Lyndlar catalyst; hydrogen; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride;
In
ethanol; dichloromethane; water; ethyl acetate; acetone; acetonitrile; tert-butyl alcohol;
2.1: |Wittig Olefination / 3.1: |Sharpless Dihydroxylation;
DOI:10.3998/ark.5550190.0013.925
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: lithium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / 20 °C / Inert atmosphere
2.1: methanesulfonamide / water; tert-butyl alcohol / 120 h / 0 °C
3.1: toluene-4-sulfonic acid / acetone / 20 °C
4.1: lithium chloride; sodium tetrahydroborate / ethanol / 20 °C
5.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C
6.1: Lyndlar catalyst; hydrogen / ethyl acetate / 6 h / 20 °C
6.2: Reflux
With
sodium tetrahydroborate; methanesulfonamide; Lyndlar catalyst; hydrogen; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride;
In
ethanol; dichloromethane; water; ethyl acetate; acetone; acetonitrile; tert-butyl alcohol;
1.1: |Wittig Olefination / 2.1: |Sharpless Dihydroxylation;
DOI:10.3998/ark.5550190.0013.925
