Technology Process of (3R,4S,6S,7R)-8-Benzyloxy-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-3,7-dimethyl-octan-1-ol
There total 7 articles about (3R,4S,6S,7R)-8-Benzyloxy-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-3,7-dimethyl-octan-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 98 percent / imidazole / dimethylformamide / 48 h / Ambient temperature
2: 1) O3, pyridine, 2) DMS / 1) MeOH, CH2Cl2, -78 deg C, 2) r.t., 15 h
3: 2) 15percent aq.NaOH / 1) toluene, -78 deg C, 2 h, 2) r.t., 16 h
4: Bu4NF / tetrahydrofuran / 2 h / Ambient temperature
5: 93 percent / imidazole / dimethylformamide / 20 h / Ambient temperature
6: 1) 9-BBN, 2) 30percent H2O2, 3M NaOH / 1) THF, r.t., 4 h, 2) 0 deg C, 1 h
With
pyridine; 1H-imidazole; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; 2,3-dimercapto-succinic acid; tetrabutyl ammonium fluoride; dihydrogen peroxide; ozone;
In
tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00020a026
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1) O3, pyridine, 2) DMS / 1) MeOH, CH2Cl2, -78 deg C, 2) r.t., 15 h
2: 2) 15percent aq.NaOH / 1) toluene, -78 deg C, 2 h, 2) r.t., 16 h
3: Bu4NF / tetrahydrofuran / 2 h / Ambient temperature
4: 93 percent / imidazole / dimethylformamide / 20 h / Ambient temperature
5: 1) 9-BBN, 2) 30percent H2O2, 3M NaOH / 1) THF, r.t., 4 h, 2) 0 deg C, 1 h
With
pyridine; 1H-imidazole; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; 2,3-dimercapto-succinic acid; tetrabutyl ammonium fluoride; dihydrogen peroxide; ozone;
In
tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00020a026
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 2) 15percent aq.NaOH / 1) toluene, -78 deg C, 2 h, 2) r.t., 16 h
2: Bu4NF / tetrahydrofuran / 2 h / Ambient temperature
3: 93 percent / imidazole / dimethylformamide / 20 h / Ambient temperature
4: 1) 9-BBN, 2) 30percent H2O2, 3M NaOH / 1) THF, r.t., 4 h, 2) 0 deg C, 1 h
With
1H-imidazole; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; tetrabutyl ammonium fluoride; dihydrogen peroxide;
In
tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00020a026