Technology Process of (5E,9E)-(3S,4S,7S,8R)-8-(tert-Butyl-diphenyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3,5,7,9-tetramethyl-undeca-5,9-dien-1-ol
There total 17 articles about (5E,9E)-(3S,4S,7S,8R)-8-(tert-Butyl-diphenyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3,5,7,9-tetramethyl-undeca-5,9-dien-1-ol 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 12 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
12: 86 percent / HF-pyridine / tetrahydrofuran
With
pyridine; 1H-imidazole; n-butyllithium; 2,2'-azobis(isobutyronitrile); tributylphosphine; di-n-butylboryl trifluoromethanesulfonate; tri-n-butyl-tin hydride; sodium methylate; diisobutylaluminium hydride; pyridine hydrogenfluoride; 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 9 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
9: 86 percent / HF-pyridine / tetrahydrofuran
With
pyridine; n-butyllithium; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; pyridine hydrogenfluoride; 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
![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](/Databaselist/images/loading.webp)
