Technology Process of (S)-3-((2S,5R,6R)-6-tert-Butoxy-5-methyl-tetrahydro-pyran-2-yl)-1-(tert-butyl-diphenyl-silanyloxy)-3-methyl-butan-2-ol
There total 21 articles about (S)-3-((2S,5R,6R)-6-tert-Butoxy-5-methyl-tetrahydro-pyran-2-yl)-1-(tert-butyl-diphenyl-silanyloxy)-3-methyl-butan-2-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 18 steps
1: LDA / tetrahydrofuran / -78 °C
2: c. HCl / methanol; H2O
3: imidazole / dimethylformamide
4: PPTS / CH2Cl2
5: LDA / tetrahydrofuran / -78 °C
6: CSA / CH2Cl2
7: PCC / CH2Cl2 / in presence of 3A-MS
8: 87 percent / L-Selectride / tetrahydrofuran / -78 °C
9: 1N HCl / tetrahydrofuran
10: NaBH4 / methanol
11: CSA / benzene / 30 °C
12: DMAP, pyridine
13: DBU / benzene
14: DIBAH / toluene / -78 °C
15: PPTS / CH2Cl2
16: 94 percent / n-Bu4NF / tetrahydrofuran
17: H2 / 5percent Rh-Al2O3 / tetrahydrofuran / 760 Torr
18: imidazol / dimethylformamide
With
pyridine; 1H-imidazole; hydrogenchloride; dmap; sodium tetrahydroborate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; L-Selectride; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; lithium diisopropyl amide;
rhodium on alumina;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4039(00)87805-3
- Guidance literature:
-
Multi-step reaction with 16 steps
1: imidazole / dimethylformamide
2: PPTS / CH2Cl2
3: LDA / tetrahydrofuran / -78 °C
4: CSA / CH2Cl2
5: PCC / CH2Cl2 / in presence of 3A-MS
6: 87 percent / L-Selectride / tetrahydrofuran / -78 °C
7: 1N HCl / tetrahydrofuran
8: NaBH4 / methanol
9: CSA / benzene / 30 °C
10: DMAP, pyridine
11: DBU / benzene
12: DIBAH / toluene / -78 °C
13: PPTS / CH2Cl2
14: 94 percent / n-Bu4NF / tetrahydrofuran
15: H2 / 5percent Rh-Al2O3 / tetrahydrofuran / 760 Torr
16: imidazol / dimethylformamide
With
pyridine; 1H-imidazole; hydrogenchloride; dmap; sodium tetrahydroborate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; L-Selectride; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; lithium diisopropyl amide;
rhodium on alumina;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4039(00)87805-3
- Guidance literature:
-
Multi-step reaction with 2 steps
1: H2 / 5percent Rh-Al2O3 / tetrahydrofuran / 760 Torr
2: imidazol / dimethylformamide
With
1H-imidazole; hydrogen;
rhodium on alumina;
In
tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)87805-3