Technology Process of N-<(3S,4S,5S)-(E)-8-benzyloxymethoxy-4-hydroxy-3,5-dimethyloct-6-enoyl>pyrrolidine
There total 15 articles about N-<(3S,4S,5S)-(E)-8-benzyloxymethoxy-4-hydroxy-3,5-dimethyloct-6-enoyl>pyrrolidine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
triethylaluminum;
In
hexane; benzene;
at 5 ℃;
for 1h;
DOI:10.3987/COM-91-S80
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 96 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.13 h / Ambient temperature
2: 1.) n-BuLi / 1.) THF, -30 deg C, 15 min, 2.) THF, -30 deg C
3: H2 / Lindlar catalyst / ethyl acetate / 16 h / 760 Torr
4: benzene / 16.5 h / Heating
5: 65 percent / diethyl ether / 0.17 h / 0 °C
6: 95 percent / NaI, trimethylsilyl chloride / CH2Cl2; acetonitrile / 4 h / Ambient temperature
7: 72 percent / NaHCO3 / tetrahydrofuran; H2O / 96 h / Ambient temperature
8: 81 percent / (i-Pr)2NEt / CH2Cl2 / 12 h / Ambient temperature
9: 97 percent / Et3Al / benzene; hexane / 1 h / 5 °C
With
n-butyllithium; chloro-trimethyl-silane; tetrabutyl ammonium fluoride; hydrogen; triethylaluminum; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; sodium iodide;
Lindlar's catalyst;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; ethyl acetate; acetonitrile; benzene;
DOI:10.3987/COM-91-S80
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 1.) n-BuLi / 1.) THF, -30 deg C, 15 min, 2.) THF, -30 deg C
2: H2 / Lindlar catalyst / ethyl acetate / 16 h / 760 Torr
3: benzene / 16.5 h / Heating
4: 65 percent / diethyl ether / 0.17 h / 0 °C
5: 95 percent / NaI, trimethylsilyl chloride / CH2Cl2; acetonitrile / 4 h / Ambient temperature
6: 72 percent / NaHCO3 / tetrahydrofuran; H2O / 96 h / Ambient temperature
7: 81 percent / (i-Pr)2NEt / CH2Cl2 / 12 h / Ambient temperature
8: 97 percent / Et3Al / benzene; hexane / 1 h / 5 °C
With
n-butyllithium; chloro-trimethyl-silane; hydrogen; triethylaluminum; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; sodium iodide;
Lindlar's catalyst;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; ethyl acetate; acetonitrile; benzene;
DOI:10.3987/COM-91-S80
