Technology Process of (5S,6S)-3-(2-Amino-ethylsulfanyl)-6-((R)-1-hydroxy-ethyl)-7,7-dimethoxy-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzhydryl ester
There total 12 articles about (5S,6S)-3-(2-Amino-ethylsulfanyl)-6-((R)-1-hydroxy-ethyl)-7,7-dimethoxy-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzhydryl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1: Et3N / cyclohexane / 1.5 h / Ambient temperature
2: 34 percent / 50 percent HF / acetonitrile / 0.58 h / Heating
3: Jones reagent / acetone / 0.75 h / 20 °C
4: ethyl acetate / 1 h / Ambient temperature
5: Zn / tetrahydrofuran; acetic acid / 6 h / Ambient temperature
6: Et3N / tetrahydrofuran / 1 h / Ambient temperature
7: SO2Cl2, pyridine / CH2Cl2 / 0.5 h / -60 °C
8: LiN(SiMe3)2, Cp2ZrCl2 / tetrahydrofuran / 1 h / 1.) -78 deg C, 2.) 0 deg C
9: H (1+) / methanol; tetrahydrofuran / 1 h / Heating
10: 82 percent / MCPBA / CH2Cl2 / 1.5 h / Heating
11: methanol; tetrahydrofuran / 0.25 h / Ambient temperature
With
pyridine; sulfuryl dichloride; jones reagent; zirconocene dichloride; hydrogen fluoride; hydrogen cation; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; zinc;
In
tetrahydrofuran; methanol; dichloromethane; cyclohexane; acetic acid; ethyl acetate; acetone; acetonitrile;
DOI:10.1016/S0040-4039(00)98208-X
- Guidance literature:
-
Multi-step reaction with 9 steps
1: Jones reagent / acetone / 0.75 h / 20 °C
2: ethyl acetate / 1 h / Ambient temperature
3: Zn / tetrahydrofuran; acetic acid / 6 h / Ambient temperature
4: Et3N / tetrahydrofuran / 1 h / Ambient temperature
5: SO2Cl2, pyridine / CH2Cl2 / 0.5 h / -60 °C
6: LiN(SiMe3)2, Cp2ZrCl2 / tetrahydrofuran / 1 h / 1.) -78 deg C, 2.) 0 deg C
7: H (1+) / methanol; tetrahydrofuran / 1 h / Heating
8: 82 percent / MCPBA / CH2Cl2 / 1.5 h / Heating
9: methanol; tetrahydrofuran / 0.25 h / Ambient temperature
With
pyridine; sulfuryl dichloride; jones reagent; zirconocene dichloride; hydrogen cation; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; zinc;
In
tetrahydrofuran; methanol; dichloromethane; acetic acid; ethyl acetate; acetone;
DOI:10.1016/S0040-4039(00)98208-X
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 34 percent / 50 percent HF / acetonitrile / 0.58 h / Heating
2: Jones reagent / acetone / 0.75 h / 20 °C
3: ethyl acetate / 1 h / Ambient temperature
4: Zn / tetrahydrofuran; acetic acid / 6 h / Ambient temperature
5: Et3N / tetrahydrofuran / 1 h / Ambient temperature
6: SO2Cl2, pyridine / CH2Cl2 / 0.5 h / -60 °C
7: LiN(SiMe3)2, Cp2ZrCl2 / tetrahydrofuran / 1 h / 1.) -78 deg C, 2.) 0 deg C
8: H (1+) / methanol; tetrahydrofuran / 1 h / Heating
9: 82 percent / MCPBA / CH2Cl2 / 1.5 h / Heating
10: methanol; tetrahydrofuran / 0.25 h / Ambient temperature
With
pyridine; sulfuryl dichloride; jones reagent; zirconocene dichloride; hydrogen fluoride; hydrogen cation; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; zinc;
In
tetrahydrofuran; methanol; dichloromethane; acetic acid; ethyl acetate; acetone; acetonitrile;
DOI:10.1016/S0040-4039(00)98208-X