Technology Process of 1-{(2E,6E)-(1S,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,4,6-trimethyl-octa-2,6-dienyloxymethyl}-4-methoxy-benzene
There total 16 articles about 1-{(2E,6E)-(1S,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,4,6-trimethyl-octa-2,6-dienyloxymethyl}-4-methoxy-benzene which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 85 percent / di-n-butylboron triflate, Et3N / CH2Cl2 / -78 deg C up to RT
2: 85 percent / NaOMe / methanol; CH2Cl2 / 0.17 h / -15 °C
3: 88 percent / DIBAL-H / CH2Cl2 / -78 - -15 °C
4: 82 percent / Bu3P / dimethylformamide / Ambient temperature
5: 96 percent / imidazole / dimethylformamide / 85 °C
6: 99 percent / O3 / tetrahydrofuran; methanol; H2O / Ambient temperature
7: 64 percent / 1.) n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 10 min; 2.) -78 deg C up to RT
8: 92 percent / 1.) (CF3CO)2O/Me2SO; 2.) Et3N / CH2Cl2 / 1.) -78 deg C; 2.) up to RT
9: 82 percent / Bu3SnH, AIBN / toluene / Heating
10: 63 percent / tetrahydrofuran; dibutyl ether / -78 deg C up to RT
11: POCl3, pyridine / 14 h / 55 °C
With
pyridine; 1H-imidazole; n-butyllithium; 2,2'-azobis(isobutyronitrile); tributylphosphine; di-n-butylboryl trifluoromethanesulfonate; tri-n-butyl-tin hydride; sodium methylate; diisobutylaluminium hydride; ozone; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; trichlorophosphate;
In
tetrahydrofuran; methanol; hexane; dichloromethane; dibutyl ether; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)73993-1
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 84 percent / TsOH / dimethylformamide / 55 °C
2: 78 percent / DIBAL-H / CH2Cl2; toluene / -78 deg C up to RT
3: 83 percent / Me2SO, (COCl)2, Et3N / CH2Cl2 / -78 deg C up to RT
4: 64 percent / 1.) n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 10 min; 2.) -78 deg C up to RT
5: 92 percent / 1.) (CF3CO)2O/Me2SO; 2.) Et3N / CH2Cl2 / 1.) -78 deg C; 2.) up to RT
6: 82 percent / Bu3SnH, AIBN / toluene / Heating
7: 63 percent / tetrahydrofuran; dibutyl ether / -78 deg C up to RT
8: POCl3, pyridine / 14 h / 55 °C
With
pyridine; n-butyllithium; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; trichlorophosphate;
In
tetrahydrofuran; hexane; dichloromethane; dibutyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)73993-1
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 88 percent / DIBAL-H / CH2Cl2 / -78 - -15 °C
2: 82 percent / Bu3P / dimethylformamide / Ambient temperature
3: 96 percent / imidazole / dimethylformamide / 85 °C
4: 99 percent / O3 / tetrahydrofuran; methanol; H2O / Ambient temperature
5: 64 percent / 1.) n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 10 min; 2.) -78 deg C up to RT
6: 92 percent / 1.) (CF3CO)2O/Me2SO; 2.) Et3N / CH2Cl2 / 1.) -78 deg C; 2.) up to RT
7: 82 percent / Bu3SnH, AIBN / toluene / Heating
8: 63 percent / tetrahydrofuran; dibutyl ether / -78 deg C up to RT
9: POCl3, pyridine / 14 h / 55 °C
With
pyridine; 1H-imidazole; n-butyllithium; 2,2'-azobis(isobutyronitrile); tributylphosphine; tri-n-butyl-tin hydride; diisobutylaluminium hydride; ozone; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; trichlorophosphate;
In
tetrahydrofuran; methanol; hexane; dichloromethane; dibutyl ether; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)73993-1
