Technology Process of [(2R,6R,8R,10S)-10-Benzyloxy-2-((S)-2-benzyloxy-1-methyl-ethyl)-8-vinyl-1,7-dioxa-spiro[5.5]undec-4-yloxy]-tert-butyl-dimethyl-silane
There total 12 articles about [(2R,6R,8R,10S)-10-Benzyloxy-2-((S)-2-benzyloxy-1-methyl-ethyl)-8-vinyl-1,7-dioxa-spiro[5.5]undec-4-yloxy]-tert-butyl-dimethyl-silane 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:
-
With
potassium hydride;
In
tetrahydrofuran;
DOI:10.1021/ol991345t
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: TiCl4; DIPEA / CH2Cl2
1.2: 95 percent / NaBH4 / tetrahydrofuran; H2O
3.1: SnCl4 / CH2Cl2
4.1: NaH / dimethylformamide
5.1: OsO4; NaIO4 / tetrahydrofuran; H2O
6.1: 84 percent / LiN(SiMe3)2 / tetrahydrofuran / -78 °C
7.1: 90 percent / 2,6-lutidine / CH2Cl2 / 0 °C
8.1: DDQ; aq. pH 7 buffer / CH2Cl2 / pH 7
9.1: 80 percent / TFA / benzene
10.1: [CuIPBu3]4 / tetrahydrofuran
11.1: 76 percent / L-Selectride / tetrahydrofuran
12.1: 98 percent / KH / tetrahydrofuran
With
2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; tetrakis{iodo(tributylphosphine)copper(I)}; pH 7 buffer; titanium tetrachloride; tin(IV) chloride; potassium hydride; L-Selectride; sodium hydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; benzene;
1.1: Alkylation / 1.2: Reduction / 2.1: Oxidation / 3.1: Addition / 4.1: Etherification / 5.1: Oxidation / 6.1: Addition / 7.1: Condensation / 8.1: Hydrolysis / 9.1: Cyclization / 10.1: Addition / 11.1: Reduction / 12.1: Etherification;
DOI:10.1021/ol991345t
- Guidance literature:
-
Multi-step reaction with 11 steps
2: SnCl4 / CH2Cl2
3: NaH / dimethylformamide
4: OsO4; NaIO4 / tetrahydrofuran; H2O
5: 84 percent / LiN(SiMe3)2 / tetrahydrofuran / -78 °C
6: 90 percent / 2,6-lutidine / CH2Cl2 / 0 °C
7: DDQ; aq. pH 7 buffer / CH2Cl2 / pH 7
8: 80 percent / TFA / benzene
9: [CuIPBu3]4 / tetrahydrofuran
10: 76 percent / L-Selectride / tetrahydrofuran
11: 98 percent / KH / tetrahydrofuran
With
2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; tetrakis{iodo(tributylphosphine)copper(I)}; pH 7 buffer; tin(IV) chloride; potassium hydride; L-Selectride; sodium hydride; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; benzene;
1: Oxidation / 2: Addition / 3: Etherification / 4: Oxidation / 5: Addition / 6: Condensation / 7: Hydrolysis / 8: Cyclization / 9: Addition / 10: Reduction / 11: Etherification;
DOI:10.1021/ol991345t
