(3S)-(E)-N-Boc-N-[2-[2-[3-(tert-butyldimethylsilyloxy)-but-1-enyl]-3-methylphenyl]ethyl]amine

Base Information

Chemical Name:(3S)-(E)-N-Boc-N-[2-[2-[3-(tert-butyldimethylsilyloxy)-but-1-enyl]-3-methylphenyl]ethyl]amine
CAS No.:1273547-03-7
Molecular Formula:C₂₄H₄₁NO₃Si
Molecular Weight:419.68
Hs Code.:

Synonyms:(3S)-(E)-N-Boc-N-[2-[2-[3-(tert-butyldimethylsilyloxy)-but-1-enyl]-3-methylphenyl]ethyl]amine

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Chemical Property of (3S)-(E)-N-Boc-N-[2-[2-[3-(tert-butyldimethylsilyloxy)-but-1-enyl]-3-methylphenyl]ethyl]amine

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Technology Process of (3S)-(E)-N-Boc-N-[2-[2-[3-(tert-butyldimethylsilyloxy)-but-1-enyl]-3-methylphenyl]ethyl]amine

There total 4 articles about (3S)-(E)-N-Boc-N-[2-[2-[3-(tert-butyldimethylsilyloxy)-but-1-enyl]-3-methylphenyl]ethyl]amine 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: 53.0%

: 1273546-90-9
N-Boc-N-[2-(2-bromo-3-methyl-phenyl)ethyl]amine

: 1198272-03-5
(S,E)-tert-butyldimethyl((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-yl)oxy)silane

: 1273547-03-7
(3S)-(E)-N-Boc-N-[2-[2-[3-(tert-butyldimethylsilyloxy)-but-1-enyl]-3-methylphenyl]ethyl]amine

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate; In 1,4-dioxane; water; at 80 ℃; for 2h;
DOI:10.1021/jo102452d

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1273547-03-7
(3S)-(E)-N-Boc-N-[2-[2-[3-(tert-butyldimethylsilyloxy)-but-1-enyl]-3-methylphenyl]ethyl]amine

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 1.5 h / 0 - 20 °C

1.2: 0.5 h

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate / 1,4-dioxane; water / 2 h / 80 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; nickel(II) chloride hexahydrate; sodium hydrogencarbonate; In 1,4-dioxane; methanol; water; 2.1: Suzuki coupling;
DOI:10.1021/jo102452d

Reference yield:

: 150406-34-1
(S)-3-(tert-butyldimethylsilyloxy)but-1-yne

: 1273547-03-7
(3S)-(E)-N-Boc-N-[2-[2-[3-(tert-butyldimethylsilyloxy)-but-1-enyl]-3-methylphenyl]ethyl]amine

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 24 h / 130 °C / Sealed tube

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate / 1,4-dioxane; water / 2 h / 80 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate; In tetrahydrofuran; 1,4-dioxane; water; 2: Suzuki coupling;
DOI:10.1021/jo102452d