Technology Process of (2S,3R,4R)-3-Benzyloxy-2-formyl-4-hydroxy-piperidine-1-carboxylic acid benzyl ester
There total 12 articles about (2S,3R,4R)-3-Benzyloxy-2-formyl-4-hydroxy-piperidine-1-carboxylic acid benzyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: methanol / Dowex 50W-X8 resin (H+ form) / Heating
2: pyridine / CH2Cl2 / 0.33 h / -20 °C
3: NaN3 / dimethylformamide / 48 h / 50 °C
4: methanol / sodium methylate / Ambient temperature
5: pyridine / 6 h / Ambient temperature
7: pyridine / -20 °C
8: 1) lithium triethylborohydride, 2) benzyl chloroformate / 1) tetrahydrofuran
9: H2O / CF3COOH / 1 h / Ambient temperature
With
pyridine; methanol; sodium azide; water; lithium triethylborohydride; benzyl chloroformate;
Dowex 50W-X8 resin (H+ form); sodium methylate; trifluoroacetic acid;
In
dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)99073-7
- Guidance literature:
-
Multi-step reaction with 8 steps
1: pyridine / CH2Cl2 / 0.33 h / -20 °C
2: NaN3 / dimethylformamide / 48 h / 50 °C
3: methanol / sodium methylate / Ambient temperature
4: pyridine / 6 h / Ambient temperature
6: pyridine / -20 °C
7: 1) lithium triethylborohydride, 2) benzyl chloroformate / 1) tetrahydrofuran
8: H2O / CF3COOH / 1 h / Ambient temperature
With
pyridine; methanol; sodium azide; water; lithium triethylborohydride; benzyl chloroformate;
sodium methylate; trifluoroacetic acid;
In
dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)99073-7
- Guidance literature:
-
Multi-step reaction with 10 steps
1: sodium methoxide / Heating
2: methanol / Dowex 50W-X8 resin (H+ form) / Heating
3: pyridine / CH2Cl2 / 0.33 h / -20 °C
4: NaN3 / dimethylformamide / 48 h / 50 °C
5: methanol / sodium methylate / Ambient temperature
6: pyridine / 6 h / Ambient temperature
8: pyridine / -20 °C
9: 1) lithium triethylborohydride, 2) benzyl chloroformate / 1) tetrahydrofuran
10: H2O / CF3COOH / 1 h / Ambient temperature
With
pyridine; methanol; sodium azide; water; sodium methylate; lithium triethylborohydride; benzyl chloroformate;
Dowex 50W-X8 resin (H+ form); sodium methylate; trifluoroacetic acid;
In
dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)99073-7