Technology Process of (3S,4S)-4-<(S)-1-benzyloxyethyl>-1--3-<(R)-1-hydroxyethyl>-2-azetidinone
There total 18 articles about (3S,4S)-4-<(S)-1-benzyloxyethyl>-1--3-<(R)-1-hydroxyethyl>-2-azetidinone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 69 percent / trifluoromethanesulfonic acid / cyclohexane; CH2Cl2 / 20 h / Ambient temperature
2: 82 percent / 1.) diisobutylaluminium hydride / 1.) hexane, ether, -78 deg C, 10 min; 2.) MeOH, H2O, r.t., 1 h
3: MgSO4 / toluene / 1 h / 0 °C
4: imidazole / CH2Cl2 / 69 h / -35 °C
5: 1M potassium triethylborohydride / tetrahydrofuran / 1 h / -78 °C
6: 91 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / Ambient temperature
7: 5.1 mg / K2CO3 / methanol / 0.17 h / Ambient temperature
With
1H-imidazole; trifluorormethanesulfonic acid; diisobutylaluminium hydride; potassium triethylborohydride; magnesium sulfate; potassium carbonate; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; methanol; dichloromethane; cyclohexane; toluene;
DOI:10.1016/S0040-4020(01)89105-5
- Guidance literature:
-
With
potassium triethylborohydride;
In
tetrahydrofuran;
at 0 ℃;
Yield given. Yields of byproduct given;
further reducting agent;
DOI:10.1016/S0040-4039(00)85317-4
- Guidance literature:
-
Multi-step reaction with 5 steps
1: imidazole / tetrahydrofuran / 48 h / -30 °C
2: camphorsulfonic acid / methanol / 0.17 h / Ambient temperature
3: 1.) NaH, 2.) 0.5N HCl / 1.) THF, room temp., 1 day, 2.) room temp.
4: potassium triethylborohydride / tetrahydrofuran / 0 °C / further reducting agent
5: 1.) EtOCON=NCOOEt, PPh3, HCOOH, 2.) K2CO3 / 2.) methanol
With
1H-imidazole; hydrogenchloride; formic acid; sodium hydride; potassium triethylborohydride; potassium carbonate; triphenylphosphine; diethylazodicarboxylate;
camphor-10-sulfonic acid;
In
tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(00)85317-4
