(4S,5R)-5-[(E)-(S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-(2-trimethylsilanyl-ethoxymethoxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

Base Information

Chemical Name:(4S,5R)-5-[(E)-(S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-(2-trimethylsilanyl-ethoxymethoxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde
CAS No.:875303-41-6
Molecular Formula:C₃₂H₄₈O₆Si₂
Molecular Weight:584.901
Hs Code.:

Synonyms:(4S,5R)-5-[(E)-(S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-(2-trimethylsilanyl-ethoxymethoxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

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Chemical Property of (4S,5R)-5-[(E)-(S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-(2-trimethylsilanyl-ethoxymethoxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

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Technology Process of (4S,5R)-5-[(E)-(S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-(2-trimethylsilanyl-ethoxymethoxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

There total 7 articles about (4S,5R)-5-[(E)-(S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-(2-trimethylsilanyl-ethoxymethoxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde 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: 99.0%

: 875303-40-5
{(4R,5R)-5-[(E)-(S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-(2-trimethylsilanyl-ethoxymethoxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-methanol

: 875303-41-6
(4S,5R)-5-[(E)-(S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-(2-trimethylsilanyl-ethoxymethoxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

Guidance literature:: With pyridine; Dess-Martin periodane; In dichloromethane;
DOI:10.1055/s-2005-918960

Reference yield:

: 875303-35-8
(E)-(S)-4-Hydroxy-4-((4S,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-but-2-enoic acid tert-butyl ester

: 875303-41-6
(4S,5R)-5-[(E)-(S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-(2-trimethylsilanyl-ethoxymethoxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / Et₃N; DMAP

2: 100 percent / imidazole; DMAP / dimethylformamide / 50 °C

3: 95 percent / DIBAL-H; NaBH₄ / CH₂Cl₂; tetrahydrofuran; methanol

4: 99 percent / i-Pr₂NEt; Bu₄NI

5: 93 percent / NBS / dimethylsulfoxide; H₂O / 20 °C

6: 99 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; N-Bromosuccinimide; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1055/s-2005-918960

Reference yield:

: 875303-36-9
(E)-(S)-4-[(4S,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-hydroxy-but-2-enoic acid tert-butyl ester

: 875303-41-6
(4S,5R)-5-[(E)-(S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-(2-trimethylsilanyl-ethoxymethoxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / imidazole; DMAP / dimethylformamide / 50 °C

2: 95 percent / DIBAL-H; NaBH₄ / CH₂Cl₂; tetrahydrofuran; methanol

3: 99 percent / i-Pr₂NEt; Bu₄NI

4: 93 percent / NBS / dimethylsulfoxide; H₂O / 20 °C

5: 99 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; N-Bromosuccinimide; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1055/s-2005-918960