Technology Process of 2-(2-Hydroxy-4,5,5-trimethoxy-bicyclo[4.1.0]hept-3-en-2-yl)-4-(3,4,5-trimethoxy-phenyl)-butyric acid tert-butyl ester
There total 5 articles about 2-(2-Hydroxy-4,5,5-trimethoxy-bicyclo[4.1.0]hept-3-en-2-yl)-4-(3,4,5-trimethoxy-phenyl)-butyric acid tert-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: oxalyl chloride / benzene / 3 h / Ambient temperature
2: 70 percent / N,N-dimethylaniline / diethyl ether / 14 h / Heating
3: 68 percent / 1.) sodium hydride / dimethylsulfoxide / 2.) 55 deg C, 2 h
4: 72 percent / hydrogen / 5percent Pd-C / methanol / 48 h / 2585.7 Torr
5: 1.) lithium diisopropylamide / tetrahydrofuran / 1.) -65 deg C, 65 min, 2.) -60 deg C, 15 min; -60 - 10 deg C, 30 min
With
oxalyl dichloride; hydrogen; sodium hydride; N,N-dimethyl-aniline; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide; benzene;
DOI:10.1021/ja00409a032
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 68 percent / 1.) sodium hydride / dimethylsulfoxide / 2.) 55 deg C, 2 h
2: 72 percent / hydrogen / 5percent Pd-C / methanol / 48 h / 2585.7 Torr
3: 1.) lithium diisopropylamide / tetrahydrofuran / 1.) -65 deg C, 65 min, 2.) -60 deg C, 15 min; -60 - 10 deg C, 30 min
With
hydrogen; sodium hydride; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dimethyl sulfoxide;
DOI:10.1021/ja00409a032
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 72 percent / hydrogen / 5percent Pd-C / methanol / 48 h / 2585.7 Torr
2: 1.) lithium diisopropylamide / tetrahydrofuran / 1.) -65 deg C, 65 min, 2.) -60 deg C, 15 min; -60 - 10 deg C, 30 min
With
hydrogen; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol;
DOI:10.1021/ja00409a032