(4S)-2,2-dimethyl-4-[(1R,2R,3S)-2-(tert-butyldimethylsilyloxy)-1,3-bis(methoxymethoxy)-3-phenylpropyl]-1,3-dioxolane

Base Information

Chemical Name:(4S)-2,2-dimethyl-4-[(1R,2R,3S)-2-(tert-butyldimethylsilyloxy)-1,3-bis(methoxymethoxy)-3-phenylpropyl]-1,3-dioxolane
CAS No.:503417-14-9
Molecular Formula:C₂₄H₄₂O₇Si
Molecular Weight:470.679
Hs Code.:

Synonyms:(4S)-2,2-dimethyl-4-[(1R,2R,3S)-2-(tert-butyldimethylsilyloxy)-1,3-bis(methoxymethoxy)-3-phenylpropyl]-1,3-dioxolane

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Chemical Property of (4S)-2,2-dimethyl-4-[(1R,2R,3S)-2-(tert-butyldimethylsilyloxy)-1,3-bis(methoxymethoxy)-3-phenylpropyl]-1,3-dioxolane

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Technology Process of (4S)-2,2-dimethyl-4-[(1R,2R,3S)-2-(tert-butyldimethylsilyloxy)-1,3-bis(methoxymethoxy)-3-phenylpropyl]-1,3-dioxolane

There total 4 articles about (4S)-2,2-dimethyl-4-[(1R,2R,3S)-2-(tert-butyldimethylsilyloxy)-1,3-bis(methoxymethoxy)-3-phenylpropyl]-1,3-dioxolane 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: 80.0%

: 107-30-2
chloromethyl methyl ether

: 247042-37-1
(4S)-2,2-dimethyl-4-[(1R,2R,3S)-2-(tert-butyldimethylsilyloxy)-1,3-dihydroxy-3-phenylpropyl]-1,3-dioxolane

: 503417-14-9
(4S)-2,2-dimethyl-4-[(1R,2R,3S)-2-(tert-butyldimethylsilyloxy)-1,3-bis(methoxymethoxy)-3-phenylpropyl]-1,3-dioxolane

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 48h; Heating;
DOI:10.1016/S0957-4166(02)00638-9

Reference yield:

: 100-52-7
benzaldehyde

: 503417-14-9
(4S)-2,2-dimethyl-4-[(1R,2R,3S)-2-(tert-butyldimethylsilyloxy)-1,3-bis(methoxymethoxy)-3-phenylpropyl]-1,3-dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: dicyclohexylboron chloride; triethylamine / diethyl ether / 0.5 h / 0 °C

1.2: diethyl ether / 4 h / 0 °C

2.1: LiBH₄ / diethyl ether; tetrahydrofuran / 2 h / 0 °C

3.1: 80 percent / diisopropylethylamine / CH₂Cl₂ / 48 h / Heating

With lithium borohydride; dicyclohexylboron chloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0957-4166(02)00638-9

Reference yield:

: 115043-29-3
2-(tert-Butyl-dimethyl-silanyloxy)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone

: 503417-14-9
(4S)-2,2-dimethyl-4-[(1R,2R,3S)-2-(tert-butyldimethylsilyloxy)-1,3-bis(methoxymethoxy)-3-phenylpropyl]-1,3-dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: dicyclohexylboron chloride; triethylamine / diethyl ether / 0.5 h / 0 °C

1.2: diethyl ether / 4 h / 0 °C

2.1: LiBH₄ / diethyl ether; tetrahydrofuran / 2 h / 0 °C

3.1: 80 percent / diisopropylethylamine / CH₂Cl₂ / 48 h / Heating

With lithium borohydride; dicyclohexylboron chloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0957-4166(02)00638-9