(4R,5R,6R)-3-methyl-4-phenyl-5-(2-propenyl)-6-[(1R,2S)-(2-phenylcyclohexyl)oxy]-5,6-dihydro-4H-[1,2]-oxazine 2-oxide

Base Information

Chemical Name:(4R,5R,6R)-3-methyl-4-phenyl-5-(2-propenyl)-6-[(1R,2S)-(2-phenylcyclohexyl)oxy]-5,6-dihydro-4H-[1,2]-oxazine 2-oxide
CAS No.:197578-81-7
Molecular Formula:C₂₆H₃₁NO₃
Molecular Weight:405.537
Hs Code.:

Synonyms:(4R,5R,6R)-3-methyl-4-phenyl-5-(2-propenyl)-6-[(1R,2S)-(2-phenylcyclohexyl)oxy]-5,6-dihydro-4H-[1,2]-oxazine 2-oxide

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Chemical Property of (4R,5R,6R)-3-methyl-4-phenyl-5-(2-propenyl)-6-[(1R,2S)-(2-phenylcyclohexyl)oxy]-5,6-dihydro-4H-[1,2]-oxazine 2-oxide

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Technology Process of (4R,5R,6R)-3-methyl-4-phenyl-5-(2-propenyl)-6-[(1R,2S)-(2-phenylcyclohexyl)oxy]-5,6-dihydro-4H-[1,2]-oxazine 2-oxide

There total 4 articles about (4R,5R,6R)-3-methyl-4-phenyl-5-(2-propenyl)-6-[(1R,2S)-(2-phenylcyclohexyl)oxy]-5,6-dihydro-4H-[1,2]-oxazine 2-oxide 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:

: 705-60-2,18315-84-9,58321-79-2
1-phenyl-2-nitroprop-1-ene

: 197578-80-6
{(1S,2R)-2-[((E)-Penta-1,4-dienyl)oxy]-cyclohexyl}-benzene

: (4S,5S,6S)-3-methyl-4-phenyl-5-(2-propenyl)-6-[(1R,2S)-(2-phenylcyclohexyl)oxy]-5,6-dihydro-4H-[1,2]-oxazine 2-oxide

: 197578-81-7
(4R,5R,6R)-3-methyl-4-phenyl-5-(2-propenyl)-6-[(1R,2S)-(2-phenylcyclohexyl)oxy]-5,6-dihydro-4H-[1,2]-oxazine 2-oxide

: (4R,5S,6S)-5-Allyl-3-methyl-4-phenyl-6-((1R,2S)-2-phenyl-cyclohexyloxy)-5,6-dihydro-4H-[1,2]oxazine 2-oxide

: 213695-92-2
(4R,5S,6R)-3-methyl-4-phenyl-5-(2-propenyl)-6-[(1R,2S)-(2-phenylcyclohexyl)oxy]-5,6-dihydro-4H-[1,2]-oxazine 2-oxide

Guidance literature:: With (1,1';3',1''-terphenyl)-2'-ol; trimethylaluminum; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) toluene, room temperature, 40 min, 2.) CH₂Cl₂, -78 deg C to -25 deg C, 1 h; -25 deg C, 4 h;
DOI:10.1021/jo9802170

Reference yield:

: 705-60-2,18315-84-9,58321-79-2
1-phenyl-2-nitroprop-1-ene

: 197578-80-6
{(1S,2R)-2-[((E)-Penta-1,4-dienyl)oxy]-cyclohexyl}-benzene

: (4R,5S)-5-Allyl-3-methyl-4-phenyl-6-((1R,2S)-2-phenyl-cyclohexyloxy)-5,6-dihydro-4H-[1,2]oxazine 2-oxide

: (4S,5S,6S)-3-methyl-4-phenyl-5-(2-propenyl)-6-[(1R,2S)-(2-phenylcyclohexyl)oxy]-5,6-dihydro-4H-[1,2]-oxazine 2-oxide

: 197578-81-7
(4R,5R,6R)-3-methyl-4-phenyl-5-(2-propenyl)-6-[(1R,2S)-(2-phenylcyclohexyl)oxy]-5,6-dihydro-4H-[1,2]-oxazine 2-oxide

Guidance literature:: With tin(IV) chloride; In dichloromethane; at -78 ℃; Yield given. Yields of byproduct given;
DOI:10.1021/jo9713215

Reference yield:

: 98919-68-7
(1R,2S)-trans-2-phenylcyclohexanol

: 197578-81-7
(4R,5R,6R)-3-methyl-4-phenyl-5-(2-propenyl)-6-[(1R,2S)-(2-phenylcyclohexyl)oxy]-5,6-dihydro-4H-[1,2]-oxazine 2-oxide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) KH, 3.) n-BuLi / 1.) THF, room temperature, 3 h, 2.) THF, -78 deg C; room temperature, 13 h, 3.) -78 deg C, -78 deg C to 0 deg C, 2.5 h; 0 deg C, 30 min, 4.) HMPA, -70 deg C to -50 deg C, 1 h; 0 deg C, 3 h

2: 85 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / Heating

3: SnCl₄ / CH₂Cl₂ / 0.17 h / -78 °C

With lithium aluminium tetrahydride; n-butyllithium; tin(IV) chloride; potassium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo9802170