6-((2S,3R,5S)-7-(tert-butyldiphenylsilyloxy)-2-hydroxy-3,5-dimethylheptyl)-2,2-dimethyl-4H-1,3-dioxin-4-one

Base Information

Chemical Name:6-((2S,3R,5S)-7-(tert-butyldiphenylsilyloxy)-2-hydroxy-3,5-dimethylheptyl)-2,2-dimethyl-4H-1,3-dioxin-4-one
CAS No.:1314123-75-5
Molecular Formula:C₃₁H₄₄O₅Si
Molecular Weight:524.773
Hs Code.:

Synonyms:

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Chemical Property of 6-((2S,3R,5S)-7-(tert-butyldiphenylsilyloxy)-2-hydroxy-3,5-dimethylheptyl)-2,2-dimethyl-4H-1,3-dioxin-4-one

Chemical Property:

Purity/Quality:

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Technology Process of 6-((2S,3R,5S)-7-(tert-butyldiphenylsilyloxy)-2-hydroxy-3,5-dimethylheptyl)-2,2-dimethyl-4H-1,3-dioxin-4-one

There total 6 articles about 6-((2S,3R,5S)-7-(tert-butyldiphenylsilyloxy)-2-hydroxy-3,5-dimethylheptyl)-2,2-dimethyl-4H-1,3-dioxin-4-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:

Reference yield:

: 105676-58-2
(2R,4S)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhexan-1-ol

: 6-((2R,3R,5S)-7-(tert-butyldiphenylsilyloxy)-2-hydroxy-3,5-dimethylheptyl)-2,2-dimethyl-4H-1,3-dioxin-4-one

: 1314123-75-5
6-((2S,3R,5S)-7-(tert-butyldiphenylsilyloxy)-2-hydroxy-3,5-dimethylheptyl)-2,2-dimethyl-4H-1,3-dioxin-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 0.75 h / Molecular sieve; Inert atmosphere

2.1: copper(II) bis(trifluoromethanesulfonate); (R)-tol-BINAP; tetrabutylammonium triphenyldifluorosilicate / tetrahydrofuran / 23 h / -78 - -50 °C / Inert atmosphere

2.2: 1 h / -78 - 23 °C / Inert atmosphere

With tetrapropylammonium perruthennate; copper(II) bis(trifluoromethanesulfonate); 4-methylmorpholine N-oxide; (R)-tol-BINAP; tetrabutylammonium triphenyldifluorosilicate; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.201102037

Reference yield:

: 213740-15-9
(2R)-4-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-2-methylbutan-1-ol

: 6-((2R,3R,5S)-7-(tert-butyldiphenylsilyloxy)-2-hydroxy-3,5-dimethylheptyl)-2,2-dimethyl-4H-1,3-dioxin-4-one

: 1314123-75-5
6-((2S,3R,5S)-7-(tert-butyldiphenylsilyloxy)-2-hydroxy-3,5-dimethylheptyl)-2,2-dimethyl-4H-1,3-dioxin-4-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2 h / 23 °C / Inert atmosphere

2.1: n-butyllithium; diisopropylamine; lithium chloride / tetrahydrofuran; hexane / 1.33 h / -78 - 23 °C / Inert atmosphere

2.2: 18 h / 0 - 23 °C / Inert atmosphere

3.1: borane-ammonia complex; n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2 h / 0 - 23 °C / Inert atmosphere

3.2: 0.5 h / 0 °C / Inert atmosphere

4.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 0.75 h / Molecular sieve; Inert atmosphere

5.1: copper(II) bis(trifluoromethanesulfonate); (R)-tol-BINAP; tetrabutylammonium triphenyldifluorosilicate / tetrahydrofuran / 23 h / -78 - -50 °C / Inert atmosphere

5.2: 1 h / -78 - 23 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; borane-ammonia complex; tetrapropylammonium perruthennate; iodine; copper(II) bis(trifluoromethanesulfonate); 4-methylmorpholine N-oxide; (R)-tol-BINAP; diisopropylamine; triphenylphosphine; tetrabutylammonium triphenyldifluorosilicate; lithium chloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/anie.201102037

Reference yield:

: 275804-95-0
(3R)-4-iodo-3-methyl-1-butyl tert-butyldiphenylsilyl ether

: 6-((2R,3R,5S)-7-(tert-butyldiphenylsilyloxy)-2-hydroxy-3,5-dimethylheptyl)-2,2-dimethyl-4H-1,3-dioxin-4-one

: 1314123-75-5
6-((2S,3R,5S)-7-(tert-butyldiphenylsilyloxy)-2-hydroxy-3,5-dimethylheptyl)-2,2-dimethyl-4H-1,3-dioxin-4-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; diisopropylamine; lithium chloride / tetrahydrofuran; hexane / 1.33 h / -78 - 23 °C / Inert atmosphere

1.2: 18 h / 0 - 23 °C / Inert atmosphere

2.1: borane-ammonia complex; n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2 h / 0 - 23 °C / Inert atmosphere

2.2: 0.5 h / 0 °C / Inert atmosphere

3.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 0.75 h / Molecular sieve; Inert atmosphere

4.1: copper(II) bis(trifluoromethanesulfonate); (R)-tol-BINAP; tetrabutylammonium triphenyldifluorosilicate / tetrahydrofuran / 23 h / -78 - -50 °C / Inert atmosphere

4.2: 1 h / -78 - 23 °C / Inert atmosphere

With n-butyllithium; borane-ammonia complex; tetrapropylammonium perruthennate; copper(II) bis(trifluoromethanesulfonate); 4-methylmorpholine N-oxide; (R)-tol-BINAP; diisopropylamine; tetrabutylammonium triphenyldifluorosilicate; lithium chloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/anie.201102037