Technology Process of (S)-2-[(7R,8S,9R)-9-((1R,3R)-3-{(4R,5S,6R)-6-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-1-methyl-butyl)-8-methyl-6,10-dioxa-spiro[4.5]dec-7-yl]-2-hydroxy-pentan-3-one
There total 25 articles about (S)-2-[(7R,8S,9R)-9-((1R,3R)-3-{(4R,5S,6R)-6-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-1-methyl-butyl)-8-methyl-6,10-dioxa-spiro[4.5]dec-7-yl]-2-hydroxy-pentan-3-one 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 13 steps
1: 86 percent / tert-butyl hydroperoxide / VO(acac)2 / benzene
2: Jones oxidation / 0.42 h / 0 °C
3: 1.) Et3N, 2.) DMAP / 1.) CH2Cl2, 0.5 H
4: 2.) Et3N / 1.) ether, -78 deg C
5: 1.) ozone, 2.) NaBH4, 3.) 2N HCl
6: Dibal / tetrahydrofuran / -78 °C
7: diethyl ether
8: tetrabutylammonium fluoride / tetrahydrofuran
9: DMAP / CH2Cl2; triethylamine
10: pyridinium tosylate
11: ozone
12: potassium carbonate / methanol / 4 h
13: 1.) LDA, 2.) O3, 3.) Raney Ni
With
hydrogenchloride; tert.-butylhydroperoxide; dmap; sodium tetrahydroborate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; nickel; diisobutylaluminium hydride; potassium carbonate; ozone; triethylamine; lithium diisopropyl amide;
bis(acetylacetonate)oxovanadium;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; triethylamine; benzene;
DOI:10.1021/ja00381a035
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 1.) H2, 2.) LDA / 1.) Pd-C / 1.) tert-butyl alcohol, 2.) THF, -78 deg C
2: 1.) ozone, 2.) NaBH4, 3.) 2N HCl
3: Dibal / tetrahydrofuran / -78 °C
4: diethyl ether
5: tetrabutylammonium fluoride / tetrahydrofuran
6: DMAP / CH2Cl2; triethylamine
7: pyridinium tosylate
8: ozone
9: potassium carbonate / methanol / 4 h
10: 1.) LDA, 2.) O3, 3.) Raney Ni
With
hydrogenchloride; dmap; sodium tetrahydroborate; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; nickel; diisobutylaluminium hydride; potassium carbonate; ozone; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; triethylamine;
DOI:10.1021/ja00381a035
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 1.) ozone, 2.) NaBH4, 3.) 2N HCl
2: Dibal / tetrahydrofuran / -78 °C
3: diethyl ether
4: tetrabutylammonium fluoride / tetrahydrofuran
5: DMAP / CH2Cl2; triethylamine
6: pyridinium tosylate / CH2Cl2
7: ethanol
8: sodium periodate / H2O; methanol
9: ozone
10: potassium carbonate / methanol / 4 h
11: 88 percent / tetrahydrofuran / -78 °C
12: 1.) LDA, 2.) O3, 3.) Raney Ni
With
hydrogenchloride; dmap; sodium tetrahydroborate; sodium periodate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; nickel; diisobutylaluminium hydride; potassium carbonate; ozone; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; triethylamine;
DOI:10.1021/ja00381a035
