Technology Process of {(1R,2R)-2-[(S)-1-(4-Methoxy-benzyloxy)-but-3-enyl]-cyclopentyl}-methanol
There total 8 articles about {(1R,2R)-2-[(S)-1-(4-Methoxy-benzyloxy)-but-3-enyl]-cyclopentyl}-methanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
at 25 ℃;
for 12h;
DOI:10.1002/anie.200460203
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 49 percent / pig liver esterase; phosphate buffer / H2O / 1 h / pH 7.0
2.1: 72 percent / SnCl4 / CH2Cl2 / 8 h / 0 - 25 °C
3.1: 92 percent / Raney Ni / methanol / 3 h / Heating
4.1: 92 percent / LiAlH4 / diethyl ether / 12 h / 25 °C
5.1: 84 percent / imidazole; DMAP / CH2Cl2 / 8 h / 25 °C
6.1: 89 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 25 °C
7.1: toluene / 1 h / -78 °C
7.2: NaH / tetrahydrofuran / 1 h / 0 °C
7.3: TBAI / tetrahydrofuran / 12 h / 25 °C
8.1: 93 percent / TBAF / tetrahydrofuran / 12 h / 25 °C
With
1H-imidazole; dmap; lithium aluminium tetrahydride; phosphate buffer; pig liver esterase; tetrabutyl ammonium fluoride; tin(IV) chloride; Dess-Martin periodane;
nickel;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene;
6.1: Dess-Martin oxidation;
DOI:10.1002/anie.200460203
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 72 percent / SnCl4 / CH2Cl2 / 8 h / 0 - 25 °C
2.1: 92 percent / Raney Ni / methanol / 3 h / Heating
3.1: 92 percent / LiAlH4 / diethyl ether / 12 h / 25 °C
4.1: 84 percent / imidazole; DMAP / CH2Cl2 / 8 h / 25 °C
5.1: 89 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 25 °C
6.1: toluene / 1 h / -78 °C
6.2: NaH / tetrahydrofuran / 1 h / 0 °C
6.3: TBAI / tetrahydrofuran / 12 h / 25 °C
7.1: 93 percent / TBAF / tetrahydrofuran / 12 h / 25 °C
With
1H-imidazole; dmap; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; tin(IV) chloride; Dess-Martin periodane;
nickel;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
5.1: Dess-Martin oxidation;
DOI:10.1002/anie.200460203