(1S,6aS,9R,10aR,11aS)-6,6,9-trimethyl-1-[(1Z)-3-phenylprop-1-en-1-yl]octahydro-6H-[1,4]oxazino[3,4-b][1,3]benzoxazin-3(4H)-one

Base Information

Chemical Name:(1S,6aS,9R,10aR,11aS)-6,6,9-trimethyl-1-[(1Z)-3-phenylprop-1-en-1-yl]octahydro-6H-[1,4]oxazino[3,4-b][1,3]benzoxazin-3(4H)-one
CAS No.:1277183-32-0
Molecular Formula:C₂₃H₃₁NO₃
Molecular Weight:369.504
Hs Code.:

Synonyms:(1S,6aS,9R,10aR,11aS)-6,6,9-trimethyl-1-[(1Z)-3-phenylprop-1-en-1-yl]octahydro-6H-[1,4]oxazino[3,4-b][1,3]benzoxazin-3(4H)-one

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Chemical Property of (1S,6aS,9R,10aR,11aS)-6,6,9-trimethyl-1-[(1Z)-3-phenylprop-1-en-1-yl]octahydro-6H-[1,4]oxazino[3,4-b][1,3]benzoxazin-3(4H)-one

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Technology Process of (1S,6aS,9R,10aR,11aS)-6,6,9-trimethyl-1-[(1Z)-3-phenylprop-1-en-1-yl]octahydro-6H-[1,4]oxazino[3,4-b][1,3]benzoxazin-3(4H)-one

There total 4 articles about (1S,6aS,9R,10aR,11aS)-6,6,9-trimethyl-1-[(1Z)-3-phenylprop-1-en-1-yl]octahydro-6H-[1,4]oxazino[3,4-b][1,3]benzoxazin-3(4H)-one 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: 70.0%

: 1277183-28-4
(1S,6aS,9R,10aR,11aS)-6,6,9-trimethyl-1-(3-phenylprop-1-yn-1-yl)octahydro-6H-[1,4]oxazino[3,4-b][1,3]benzoxazin-3(4H)-one

: 1277183-32-0
(1S,6aS,9R,10aR,11aS)-6,6,9-trimethyl-1-[(1Z)-3-phenylprop-1-en-1-yl]octahydro-6H-[1,4]oxazino[3,4-b][1,3]benzoxazin-3(4H)-one

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; hydrogen; nickel(II) acetate tetrahydrate; In ethanol; at 0 - 20 ℃; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jo102213d

Reference yield:

: 1277183-25-1
(6aS,9R,10aR,11aS)-1-Hydroxy-6,6,9-trimethyloctahydro-6H-[1,4]oxazino[3,4-b][1,3]benzoxazin-3(4H)-one

: 1277183-32-0
(1S,6aS,9R,10aR,11aS)-6,6,9-trimethyl-1-[(1Z)-3-phenylprop-1-en-1-yl]octahydro-6H-[1,4]oxazino[3,4-b][1,3]benzoxazin-3(4H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C

1.2: -78 - -40 °C

2.1: N,N,N,N,-tetramethylethylenediamine; hydrogen; nickel(II) acetate tetrahydrate / ethanol / 0 - 20 °C / Inert atmosphere

With N,N,N,N,-tetramethylethylenediamine; hydrogen; nickel(II) acetate tetrahydrate; sodium hydride; In tetrahydrofuran; ethanol; mineral oil;
DOI:10.1021/jo102213d

Reference yield:

: 1277183-24-0
({2-[(1S,2R,4R)-2-Hydroxy-4-methylcyclohexyl]propan-2-yl}amino)acetic acid

: 1277183-32-0
(1S,6aS,9R,10aR,11aS)-6,6,9-trimethyl-1-[(1Z)-3-phenylprop-1-en-1-yl]octahydro-6H-[1,4]oxazino[3,4-b][1,3]benzoxazin-3(4H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1,4-dioxane; water / 1 h / 70 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C

2.2: -78 - -40 °C

3.1: N,N,N,N,-tetramethylethylenediamine; hydrogen; nickel(II) acetate tetrahydrate / ethanol / 0 - 20 °C / Inert atmosphere

With N,N,N,N,-tetramethylethylenediamine; hydrogen; nickel(II) acetate tetrahydrate; sodium hydride; In tetrahydrofuran; 1,4-dioxane; ethanol; water; mineral oil;
DOI:10.1021/jo102213d