(E)-3-(1'-benzyl-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,4'-piperidin]-6-yl)-N-(tetrahydro-pyran-2-yloxy)-acrylamide

Base Information

Chemical Name:(E)-3-(1'-benzyl-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,4'-piperidin]-6-yl)-N-(tetrahydro-pyran-2-yloxy)-acrylamide
CAS No.:1192128-31-6
Molecular Formula:C₂₇H₃₁N₃O₅
Molecular Weight:477.56
Hs Code.:

Synonyms:(E)-3-(1'-benzyl-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,4'-piperidin]-6-yl)-N-(tetrahydro-pyran-2-yloxy)-acrylamide

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Chemical Property of (E)-3-(1'-benzyl-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,4'-piperidin]-6-yl)-N-(tetrahydro-pyran-2-yloxy)-acrylamide

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Technology Process of (E)-3-(1'-benzyl-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,4'-piperidin]-6-yl)-N-(tetrahydro-pyran-2-yloxy)-acrylamide

There total 8 articles about (E)-3-(1'-benzyl-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,4'-piperidin]-6-yl)-N-(tetrahydro-pyran-2-yloxy)-acrylamide 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: 36.0%

: 6723-30-4
O-2-tetrahydro-2H-pyranhydroxylamine

: 1192128-28-1
(E)-3-{1'-benzyl-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,4'-piperidin]-6-yl}-acrylic acid

: 1192128-31-6
(E)-3-(1'-benzyl-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,4'-piperidin]-6-yl)-N-(tetrahydro-pyran-2-yloxy)-acrylamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/j.ejmech.2013.03.061

Reference yield: 36.0%

: 1192128-31-6
(E)-3-(1'-benzyl-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,4'-piperidin]-6-yl)-N-(tetrahydro-pyran-2-yloxy)-acrylamide

Guidance literature:

Reference yield:

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 1192128-31-6
(E)-3-(1'-benzyl-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,4'-piperidin]-6-yl)-N-(tetrahydro-pyran-2-yloxy)-acrylamide

Guidance literature:: Multi-step reaction with 6 steps

1: pyrrolidine / 2 h / 72 °C / Microwave irradiation

2: triethylamine; palladium diacetate; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / 9 h / 100 °C / Inert atmosphere

3: hydrogenchloride / 1,4-dioxane; dichloromethane / 4 h / 20 °C

4: triethylamine / dichloromethane / 5 h / 20 °C

5: water; sodium hydroxide / methanol / 2 h / 50 °C

6: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 20 °C

With pyrrolidine; hydrogenchloride; water; palladium diacetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tris-(o-tolyl)phosphine; sodium hydroxide; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; 2: |Heck Reaction;
DOI:10.1016/j.ejmech.2013.03.061