cyclopentyl (2S,4E)-2-[(tert-butoxycarbonyl)amino]-5-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pent-4-enoate

Base Information

Chemical Name:cyclopentyl (2S,4E)-2-[(tert-butoxycarbonyl)amino]-5-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pent-4-enoate
CAS No.:1192836-29-5
Molecular Formula:C₂₇H₄₀BNO₆
Molecular Weight:485.429
Hs Code.:

Synonyms:cyclopentyl (2S,4E)-2-[(tert-butoxycarbonyl)amino]-5-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pent-4-enoate

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Chemical Property of cyclopentyl (2S,4E)-2-[(tert-butoxycarbonyl)amino]-5-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pent-4-enoate

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Technology Process of cyclopentyl (2S,4E)-2-[(tert-butoxycarbonyl)amino]-5-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pent-4-enoate

There total 3 articles about cyclopentyl (2S,4E)-2-[(tert-butoxycarbonyl)amino]-5-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pent-4-enoate 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: 71.0%

: 1192836-32-0
cyclopentyl (2S,4E)-5-(3-bromophenyl)-2-[(tert-butoxycarbonyl)amino]pent-4-enoate

: 73183-34-3
bis(pinacol)diborane

: 1192836-29-5
cyclopentyl (2S,4E)-2-[(tert-butoxycarbonyl)amino]-5-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pent-4-enoate

Guidance literature:: With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dimethyl sulfoxide; at 65 ℃; for 22h; Inert atmosphere;

Reference yield:

: 90600-20-7
(2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid

: 1192836-29-5
cyclopentyl (2S,4E)-2-[(tert-butoxycarbonyl)amino]-5-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pent-4-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dmap / dichloromethane / 3 h / 0 °C

2: tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate / palladium diacetate / acetonitrile / 48 h / 77 °C / Inert atmosphere

3: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 22 h / 65 °C / Inert atmosphere

With potassium acetate; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium diacetate; In dichloromethane; dimethyl sulfoxide; acetonitrile;

Reference yield:

: 1021943-48-5
cyclopentyl (2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoate

: 1192836-29-5
cyclopentyl (2S,4E)-2-[(tert-butoxycarbonyl)amino]-5-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pent-4-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate / palladium diacetate / acetonitrile / 48 h / 77 °C / Inert atmosphere

2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 22 h / 65 °C / Inert atmosphere

With potassium acetate; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium diacetate; In dimethyl sulfoxide; acetonitrile;