1-Penten-3-one, 1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-[[(1,1-dimethylethyl)diphenylsil yl]oxy]-2-methyl-, (1E,4S)-

Base Information

Chemical Name:1-Penten-3-one, 1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-[[(1,1-dimethylethyl)diphenylsil yl]oxy]-2-methyl-, (1E,4S)-
CAS No.:851121-34-1
Molecular Formula:C27H36O4Si
Molecular Weight:452.666
Hs Code.:

Synonyms:

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Chemical Property of 1-Penten-3-one, 1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-[[(1,1-dimethylethyl)diphenylsil yl]oxy]-2-methyl-, (1E,4S)-

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Technology Process of 1-Penten-3-one, 1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-[[(1,1-dimethylethyl)diphenylsil yl]oxy]-2-methyl-, (1E,4S)-

There total 1 articles about 1-Penten-3-one, 1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-[[(1,1-dimethylethyl)diphenylsil yl]oxy]-2-methyl-, (1E,4S)- 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: 65.0%

: [3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-2-oxo-butyl]-phosphonic acid diethyl ester

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 851121-34-1
(E)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pent-1-en-3-one

Guidance literature:: DOI:10.1055/s-2005-863705

Reference yield: 77.0%

: 851121-34-1
(E)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pent-1-en-3-one

: (E)-(3R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pent-1-en-3-ol

: 851121-45-4
(E)-(3S,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pent-1-en-3-ol

Guidance literature:: With zinc(II) tetrahydroborate; magnesium bromide; In tetrahydrofuran; at -18 ℃; for 1.25h;
DOI:10.1055/s-2005-863705

Reference yield:

: 851121-34-1
(E)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pent-1-en-3-one

: (2R,3S)-3-[(1R,2S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-propyl]-3-methyl-oxirane-2-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / MgBr₂*OEt₂; Zn(BH₄)2 / tetrahydrofuran / 1.25 h / -18 °C

2: 98 percent / mCPBA / CH₂Cl₂ / 2 h / 0 - 22 °C / phosphate buffer

3: 99 percent / p-TsOH / aq. methanol; tetrahydrofuran / 72 h / 22 °C

4: Pd(OAc)4 / CH₂Cl₂ / 0.5 h / 22 °C

With palladium(II) acetate; zinc(II) tetrahydroborate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; magnesium bromide; In tetrahydrofuran; methanol; dichloromethane; 1: Felkin-Anh selective reduction;
DOI:10.1055/s-2005-863705