(2E)-3-{(2R,4R,5R)-5-allyl-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-[2-(trityloxy)ethyl]-[1,3]dioxolan-4-yl}acrylaldehyde

Base Information

Chemical Name:(2E)-3-{(2R,4R,5R)-5-allyl-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-[2-(trityloxy)ethyl]-[1,3]dioxolan-4-yl}acrylaldehyde
CAS No.:521274-26-0
Molecular Formula:C₄₂H₄₈O₅Si
Molecular Weight:660.926
Hs Code.:

Synonyms:(2E)-3-{(2R,4R,5R)-5-allyl-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-[2-(trityloxy)ethyl]-[1,3]dioxolan-4-yl}acrylaldehyde

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Chemical Property of (2E)-3-{(2R,4R,5R)-5-allyl-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-[2-(trityloxy)ethyl]-[1,3]dioxolan-4-yl}acrylaldehyde

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Technology Process of (2E)-3-{(2R,4R,5R)-5-allyl-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-[2-(trityloxy)ethyl]-[1,3]dioxolan-4-yl}acrylaldehyde

There total 18 articles about (2E)-3-{(2R,4R,5R)-5-allyl-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-[2-(trityloxy)ethyl]-[1,3]dioxolan-4-yl}acrylaldehyde 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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: (E)-3-[(2R,4R,5R)-5-Allyl-2-(4-hydroxy-phenyl)-4-(2-trityloxy-ethyl)-[1,3]dioxolan-4-yl]-propenal

: 521274-26-0
(2E)-3-{(2R,4R,5R)-5-allyl-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-[2-(trityloxy)ethyl]-[1,3]dioxolan-4-yl}acrylaldehyde

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/ja0340679

Reference yield:

: 120743-99-9
p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

: 521274-26-0
(2E)-3-{(2R,4R,5R)-5-allyl-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-[2-(trityloxy)ethyl]-[1,3]dioxolan-4-yl}acrylaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 6.82 g / CSA / methanol / 20 h / 23 °C

2: CSA / dimethylformamide / 0.67 h / 50 °C

3: 4.67 g / TBAF / tetrahydrofuran / 1.5 h / 20 °C

4: MnO₂ / CH₂Cl₂ / 3 h / 20 °C

5: 2.51 g / imidazole / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; manganese(IV) oxide; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja0340679

Reference yield:

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 521274-26-0
(2E)-3-{(2R,4R,5R)-5-allyl-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-[2-(trityloxy)ethyl]-[1,3]dioxolan-4-yl}acrylaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole / CH₂Cl₂ / 0.5 h / 23 °C

2: 6.82 g / CSA / methanol / 20 h / 23 °C

3: CSA / dimethylformamide / 0.67 h / 50 °C

4: 4.67 g / TBAF / tetrahydrofuran / 1.5 h / 20 °C

5: MnO₂ / CH₂Cl₂ / 3 h / 20 °C

6: 2.51 g / imidazole / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; manganese(IV) oxide; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja0340679