(1R,2R,3S,5R,6S*)-tert-butyldimethyl<(3-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-((trimethylsilyl)oxy)-4-oxo-1-cyclohexyl)oxy>silane

Base Information

Chemical Name:(1R*,2R*,3S*,5R*,6S*)-tert-butyldimethyl<(3-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-((trimethylsilyl)oxy)-4-oxo-1-cyclohexyl)oxy>silane
CAS No.:103367-79-9
Molecular Formula:C₂₃H₅₀O₄Si₃
Molecular Weight:474.904
Hs Code.:

Synonyms:(1R*,2R*,3S*,5R*,6S*)-tert-butyldimethyl<(3-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-((trimethylsilyl)oxy)-4-oxo-1-cyclohexyl)oxy>silane

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Chemical Property of (1R*,2R*,3S*,5R*,6S*)-tert-butyldimethyl<(3-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-((trimethylsilyl)oxy)-4-oxo-1-cyclohexyl)oxy>silane

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Technology Process of (1R*,2R*,3S*,5R*,6S*)-tert-butyldimethyl<(3-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-((trimethylsilyl)oxy)-4-oxo-1-cyclohexyl)oxy>silane

There total 12 articles about (1R*,2R*,3S*,5R*,6S*)-tert-butyldimethyl<(3-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-((trimethylsilyl)oxy)-4-oxo-1-cyclohexyl)oxy>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:

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 103367-79-9
(1R*,2R*,3S*,5R*,6S*)-tert-butyldimethyl<(3-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-((trimethylsilyl)oxy)-4-oxo-1-cyclohexyl)oxy>silane

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

2: p-TsOH-H₂O / acetone / 48 h / Heating

3: LDA, / tetrahydrofuran / 1.) -78 deg C, 1 h; 2.) -78 deg C, 1.5 h then 1 h room temperature

4: 4.54 g / N-methylmorpholine N-oxide, OsO₄ / tetrahydrofuran; H₂O / Ambient temperature

5: 15.49 g / imidazole / dimethylformamide / Ambient temperature

6: LDA / tetrahydrofuran / 1.) -30 deg C, 1.5 h; 2.) 1 h, room temperature

7: N-methylmorpholine N-oxide, OsO₄ / tetrahydrofuran; H₂O / 48 h / Ambient temperature

8: 4.89 g / triethylamine / tetrahydrofuran / 24 h / Ambient temperature

With 1H-imidazole; 2,6-dimethylpyridine; osmium(VIII) oxide; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00278a031

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 103367-79-9
(1R*,2R*,3S*,5R*,6S*)-tert-butyldimethyl<(3-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-((trimethylsilyl)oxy)-4-oxo-1-cyclohexyl)oxy>silane

Guidance literature:: Multi-step reaction with 4 steps

1: 15.49 g / imidazole / dimethylformamide / Ambient temperature

2: LDA / tetrahydrofuran / 1.) -30 deg C, 1.5 h; 2.) 1 h, room temperature

3: N-methylmorpholine N-oxide, OsO₄ / tetrahydrofuran; H₂O / 48 h / Ambient temperature

4: 4.89 g / triethylamine / tetrahydrofuran / 24 h / Ambient temperature

With 1H-imidazole; osmium(VIII) oxide; 4-methylmorpholine N-oxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00278a031

Reference yield:

: 14384-30-6
2,6-dimethyl-1,4-cyclohexanedione

: 103367-79-9
(1R*,2R*,3S*,5R*,6S*)-tert-butyldimethyl<(3-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-((trimethylsilyl)oxy)-4-oxo-1-cyclohexyl)oxy>silane

Guidance literature:: Multi-step reaction with 10 steps

1: p-toluenesulfonic acid monohydrate / benzene / 24 h / Heating

2: 1.) L-Selectride; 30 percent hydrogen peroxide / 1.) THF, -78 deg C, 5 h; 2.) -78 - 0 deg C

3: 98 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

4: p-TsOH-H₂O / acetone / 48 h / Heating

5: LDA, / tetrahydrofuran / 1.) -78 deg C, 1 h; 2.) -78 deg C, 1.5 h then 1 h room temperature

6: 4.54 g / N-methylmorpholine N-oxide, OsO₄ / tetrahydrofuran; H₂O / Ambient temperature

7: 15.49 g / imidazole / dimethylformamide / Ambient temperature

8: LDA / tetrahydrofuran / 1.) -30 deg C, 1.5 h; 2.) 1 h, room temperature

9: N-methylmorpholine N-oxide, OsO₄ / tetrahydrofuran; H₂O / 48 h / Ambient temperature

10: 4.89 g / triethylamine / tetrahydrofuran / 24 h / Ambient temperature

With 1H-imidazole; 2,6-dimethylpyridine; osmium(VIII) oxide; dihydrogen peroxide; L-Selectride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/ja00278a031