Technology Process of (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-((S)-1-(7-(cyclopropanecarboxamido)-1-oxoisoindolin-2-yl)-2-(methylsulfonyl)ethyl)-2-ethoxyphenoxy)tetrahydro-2H-pyran-2-carboxylic acid
There total 9 articles about (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-((S)-1-(7-(cyclopropanecarboxamido)-1-oxoisoindolin-2-yl)-2-(methylsulfonyl)ethyl)-2-ethoxyphenoxy)tetrahydro-2H-pyran-2-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2S,3S,4S,5R,6S)-3,4,5-triacetoxy-6-(4-((S)-1-(7-(cyclopropanecarboxamido)-1-oxoisoindolin-2-yl)-2-(methylsulfonyl)ethyl)-2-ethoxyphenoxy)tetrahydro-2H-pyran-2-carboxylic acid;
With
sodium carbonate;
In
methanol;
at 20 - 30 ℃;
for 16h;
With
acetic acid;
In
methanol;
at 0 - 5 ℃;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: triethylamine / N,N-dimethyl-formamide / 24 h / 80 - 90 °C
2.1: hydrogen / palladium 10% on activated carbon / ethyl acetate; methanol / 20 h / 2585.81 - 3102.97 Torr / Parr hydrogenation bottle
3.1: trimethylsilyl iodide / 80 °C / Neat (no solvent)
4.1: tetrahydrofuran / 1 h / 60 °C
5.1: boron trifluoride diethyl etherate / dichloromethane / -20 - 20 °C
6.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 4 h / 2068.65 - 2327.23 Torr / Parr hydrogenation bottle
7.1: sodium carbonate / methanol / 16 h / 20 - 30 °C
7.2: 0 - 5 °C
With
trimethylsilyl iodide; boron trifluoride diethyl etherate; hydrogen; sodium carbonate; triethylamine;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: trimethylsilyl iodide / 80 °C / Neat (no solvent)
2.1: tetrahydrofuran / 1 h / 60 °C
3.1: boron trifluoride diethyl etherate / dichloromethane / -20 - 20 °C
4.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 4 h / 2068.65 - 2327.23 Torr / Parr hydrogenation bottle
5.1: sodium carbonate / methanol / 16 h / 20 - 30 °C
5.2: 0 - 5 °C
With
trimethylsilyl iodide; boron trifluoride diethyl etherate; hydrogen; sodium carbonate;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
