[(4R,5R)-5-(2-[1-(tert-butyl)-1,1-diphenylsilyl]oxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methyl-1-benzenesulfonate

Base Information

Chemical Name:[(4R,5R)-5-(2-[1-(tert-butyl)-1,1-diphenylsilyl]oxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methyl-1-benzenesulfonate
CAS No.:1446347-63-2
Molecular Formula:C₃₁H₄₀O₆SSi
Molecular Weight:568.807
Hs Code.:

Synonyms:[(4R,5R)-5-(2-[1-(tert-butyl)-1,1-diphenylsilyl]oxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methyl-1-benzenesulfonate

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Chemical Property of [(4R,5R)-5-(2-[1-(tert-butyl)-1,1-diphenylsilyl]oxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methyl-1-benzenesulfonate

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Technology Process of [(4R,5R)-5-(2-[1-(tert-butyl)-1,1-diphenylsilyl]oxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methyl-1-benzenesulfonate

There total 4 articles about [(4R,5R)-5-(2-[1-(tert-butyl)-1,1-diphenylsilyl]oxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methyl-1-benzenesulfonate 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: 90.0%

: 1446347-62-1
[(4R,5R)-5-(2-[1-(tert-Butyl)-1,1-diphenylsilyl]oxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methanol

: 98-59-9
p-toluenesulfonyl chloride

: 1446347-63-2
[(4R,5R)-5-(2-[1-(tert-butyl)-1,1-diphenylsilyl]oxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methyl-1-benzenesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1039/c3ob40252e

Reference yield:

: C₂₃H₃₀O₃Si

: 1446347-63-2
[(4R,5R)-5-(2-[1-(tert-butyl)-1,1-diphenylsilyl]oxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methyl-1-benzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: methanesulfonamide; AD-mix β / tert-butyl alcohol; water / 24 h / 0 °C / Inert atmosphere

2: toluene-4-sulfonic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

3: water; lithium borohydride / diethyl ether / 2 h / 0 °C / Inert atmosphere

4: triethylamine / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

With lithium borohydride; methanesulfonamide; AD-mix β; water; toluene-4-sulfonic acid; triethylamine; In diethyl ether; dichloromethane; water; tert-butyl alcohol;
DOI:10.1039/c3ob40252e

Reference yield:

: 1446347-61-0
ethyl (4S,5R)-5-(2-[1-(tert-butyl)-1,1-diphenylsilyl]oxyethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

: 1446347-63-2
[(4R,5R)-5-(2-[1-(tert-butyl)-1,1-diphenylsilyl]oxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methyl-1-benzenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: water; lithium borohydride / diethyl ether / 2 h / 0 °C / Inert atmosphere

2: triethylamine / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

With lithium borohydride; water; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1039/c3ob40252e