(E)-tert-butyl 2,2-dimethyl-5-(4-(4-octylstyryl)phenethyl)-1,3-dioxan-5-ylcarbamate

Base Information

Chemical Name:(E)-tert-butyl 2,2-dimethyl-5-(4-(4-octylstyryl)phenethyl)-1,3-dioxan-5-ylcarbamate
CAS No.:1427308-46-0
Molecular Formula:C₃₅H₅₁NO₄
Molecular Weight:549.794
Hs Code.:

Synonyms:(E)-tert-butyl 2,2-dimethyl-5-(4-(4-octylstyryl)phenethyl)-1,3-dioxan-5-ylcarbamate

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Chemical Property of (E)-tert-butyl 2,2-dimethyl-5-(4-(4-octylstyryl)phenethyl)-1,3-dioxan-5-ylcarbamate

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Technology Process of (E)-tert-butyl 2,2-dimethyl-5-(4-(4-octylstyryl)phenethyl)-1,3-dioxan-5-ylcarbamate

There total 5 articles about (E)-tert-butyl 2,2-dimethyl-5-(4-(4-octylstyryl)phenethyl)-1,3-dioxan-5-ylcarbamate 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: 51.0%

: 1427308-22-2
tert-butyl 2,2-dimethyl-5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)-1,3-dioxan-5-ylcarbamate

: 1427308-44-8
C₁₆H₂₃Br

: 1427308-46-0
(E)-tert-butyl 2,2-dimethyl-5-(4-(4-octylstyryl)phenethyl)-1,3-dioxan-5-ylcarbamate

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydroxide; In 1,4-dioxane; toluene; for 12h; Inert atmosphere; Reflux;
DOI:10.1016/j.tet.2013.02.030

Reference yield:

: 2767-70-6
(p-nitrobenzyl)triphenylphosphonium bromide

: 1427308-46-0
(E)-tert-butyl 2,2-dimethyl-5-(4-(4-octylstyryl)phenethyl)-1,3-dioxan-5-ylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / tetrahydrofuran; N,N-dimethyl-formamide / 6 h / Reflux

2: palladium 10% on activated carbon; hydrogen / methanol / 8 h / 20 °C

3: dibenzoyl peroxide; tert.-butylnitrite / acetonitrile / 5 h / 20 °C

4: sodium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; toluene / 12 h / Inert atmosphere; Reflux

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tert.-butylnitrite; palladium 10% on activated carbon; hydrogen; potassium carbonate; sodium hydroxide; dibenzoyl peroxide; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide; toluene; acetonitrile; 4: |Suzuki Coupling;
DOI:10.1016/j.tet.2013.02.030

Reference yield:

: 364631-73-2
tert-butyl 5-formyl-2,2-dimethyl-1,3-dioxan-5-ylcarbamate

: 1427308-46-0
(E)-tert-butyl 2,2-dimethyl-5-(4-(4-octylstyryl)phenethyl)-1,3-dioxan-5-ylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / tetrahydrofuran; N,N-dimethyl-formamide / 6 h / Reflux

2: palladium 10% on activated carbon; hydrogen / methanol / 8 h / 20 °C

3: dibenzoyl peroxide; tert.-butylnitrite / acetonitrile / 5 h / 20 °C

4: sodium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; toluene / 12 h / Inert atmosphere; Reflux

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tert.-butylnitrite; palladium 10% on activated carbon; hydrogen; potassium carbonate; sodium hydroxide; dibenzoyl peroxide; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide; toluene; acetonitrile; 4: |Suzuki Coupling;
DOI:10.1016/j.tet.2013.02.030