(3S)-(E)-N-Boc-N-[2-[5-(2,2-dimethyl-propanoyl-oxy)-2-(3-hydroxybut-1-enyl)-4-methoxy-phenyl]ethyl]amine

Base Information

Chemical Name:(3S)-(E)-N-Boc-N-[2-[5-(2,2-dimethyl-propanoyl-oxy)-2-(3-hydroxybut-1-enyl)-4-methoxy-phenyl]ethyl]amine
CAS No.:1344720-56-4
Molecular Formula:C₂₃H₃₅NO₆
Molecular Weight:421.534
Hs Code.:

Synonyms:(3S)-(E)-N-Boc-N-[2-[5-(2,2-dimethyl-propanoyl-oxy)-2-(3-hydroxybut-1-enyl)-4-methoxy-phenyl]ethyl]amine

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Chemical Property of (3S)-(E)-N-Boc-N-[2-[5-(2,2-dimethyl-propanoyl-oxy)-2-(3-hydroxybut-1-enyl)-4-methoxy-phenyl]ethyl]amine

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Technology Process of (3S)-(E)-N-Boc-N-[2-[5-(2,2-dimethyl-propanoyl-oxy)-2-(3-hydroxybut-1-enyl)-4-methoxy-phenyl]ethyl]amine

There total 7 articles about (3S)-(E)-N-Boc-N-[2-[5-(2,2-dimethyl-propanoyl-oxy)-2-(3-hydroxybut-1-enyl)-4-methoxy-phenyl]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: 94.0%

: 1344720-71-3
(3S)-(E)-N-Boc-N-[2-[5-(2,2-dimethyl-propanoyl-oxy)-2-(3-tert-butyl dimethylsilyloxy-but-1-enyl)-4-methoxy-phenyl]ethyl]-amine

: 1344720-56-4
(3S)-(E)-N-Boc-N-[2-[5-(2,2-dimethyl-propanoyl-oxy)-2-(3-hydroxybut-1-enyl)-4-methoxy-phenyl]ethyl]amine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 4 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.tet.2011.09.033

Reference yield:

: 1344720-58-6
N-Boc-N-[2-(2-bromo-5-(2,2-dimethylpropanoyloxy)-4-methoxyphenyl)ethyl]amine

: 1344720-56-4
(3S)-(E)-N-Boc-N-[2-[5-(2,2-dimethyl-propanoyl-oxy)-2-(3-hydroxybut-1-enyl)-4-methoxy-phenyl]ethyl]amine

Guidance literature:: Multi-step reaction with 2 steps

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

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 4 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; In tetrahydrofuran; 1,4-dioxane; water; 1: Suzuki-Miyaura coupling;
DOI:10.1016/j.tet.2011.09.033

Reference yield:

: 222622-91-5
4-bromo-5-bromomethyl-2-methoxyphenol

: 1344720-56-4
(3S)-(E)-N-Boc-N-[2-[5-(2,2-dimethyl-propanoyl-oxy)-2-(3-hydroxybut-1-enyl)-4-methoxy-phenyl]ethyl]amine

Guidance literature:: Multi-step reaction with 5 steps

1: dimethyl sulfoxide / 0.08 h / 20 °C / Inert atmosphere

2: pyridine; dmap / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

3: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 1 h / 0 - 20 °C / Inert atmosphere

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

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 4 °C / Inert atmosphere

With pyridine; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; nickel(II) chloride hexahydrate; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; 4: Suzuki-Miyaura coupling;
DOI:10.1016/j.tet.2011.09.033