Technology Process of (1R,2S,3R,4S,5S) 5-mesyloxy-2,3,4-tris(benzyloxy) cyclohept-6,7-en-1-ol
There total 11 articles about (1R,2S,3R,4S,5S) 5-mesyloxy-2,3,4-tris(benzyloxy) cyclohept-6,7-en-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
diethyl ether; toluene;
at -60 ℃;
for 2h;
Yield given;
DOI:10.1016/S0040-4020(01)89584-3
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 94 percent / 2,6-lutidine / CH2Cl2 / 1 h / Ambient temperature
2: LDA / tetrahydrofuran; hexane / -70 °C
3: Et2Zn / toluene / 0 deg C, 1 h, to r.t., 2 h
4: FeCl3 / dimethylformamide / 2 h / 70 °C
5: NaOAc / methanol / 1.5 h / Heating
6: 73 percent / n-Bu4NF / tetrahydrofuran / 2 h / Ambient temperature
7: 72 percent / DMAP, pyridine / Ambient temperature
8: DIBALH / toluene; diethyl ether / 2 h / -60 °C
With
pyridine; 2,6-dimethylpyridine; dmap; tetrabutyl ammonium fluoride; diethylzinc; sodium acetate; iron(III) chloride; diisobutylaluminium hydride; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)89584-3
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 1.) NaH; 2.) n-Bu4NI / 1.) THF, r.t., 1 h, 60 deg C, 1 h; 2.) THF, r.t., 1 h, 40 deg C, 1 h
2: 72 percent / Hg(OAc)2 / acetone; acetic acid; H2O / 5 h / Heating
3: 94 percent / 2,6-lutidine / CH2Cl2 / 1 h / Ambient temperature
4: LDA / tetrahydrofuran; hexane / -70 °C
5: Et2Zn / toluene / 0 deg C, 1 h, to r.t., 2 h
6: FeCl3 / dimethylformamide / 2 h / 70 °C
7: NaOAc / methanol / 1.5 h / Heating
8: 73 percent / n-Bu4NF / tetrahydrofuran / 2 h / Ambient temperature
9: 72 percent / DMAP, pyridine / Ambient temperature
10: DIBALH / toluene; diethyl ether / 2 h / -60 °C
With
pyridine; 2,6-dimethylpyridine; dmap; mercury(II) diacetate; tetrabutyl ammonium fluoride; diethylzinc; sodium acetate; iron(III) chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/S0040-4020(01)89584-3
