(2S,4aS,7R,8aR)-3-[3-(2-methoxyphenyl)-allyl]-4,4,7-trimethyl-2-phenyl-octahydro-benz[e][1,3]oxazine

Base Information

• Chemical Name: (2S,4aS,7R,8aR)-3-[3-(2-methoxyphenyl)-allyl]-4,4,7-trimethyl-2-phenyl-octahydro-benz[e][1,3]oxazine
• CAS No.: 906107-16-2
• Molecular Formula: C₂₇H₃₅NO₂
• Molecular Weight: 405.58

Synonyms:(2S,4aS,7R,8aR)-3-[3-(2-methoxyphenyl)-allyl]-4,4,7-trimethyl-2-phenyl-octahydro-benz[e][1,3]oxazine

Chemical Property of (2S,4aS,7R,8aR)-3-[3-(2-methoxyphenyl)-allyl]-4,4,7-trimethyl-2-phenyl-octahydro-benz[e][1,3]oxazine

Chemical Property:

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Technology Process of (2S,4aS,7R,8aR)-3-[3-(2-methoxyphenyl)-allyl]-4,4,7-trimethyl-2-phenyl-octahydro-benz[e][1,3]oxazine

There total 5 articles about (2S,4aS,7R,8aR)-3-[3-(2-methoxyphenyl)-allyl]-4,4,7-trimethyl-2-phenyl-octahydro-benz[e][1,3]oxazine 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:

(2S,7R,9R,10S)-2-(o-bromophenyl)-3-[3'-(o-methoxyphenyl)]allyl-4,4,7-trimethyl-octahydro-2H-1,3-benzoxazine → (2S,4aS,7R,8aR)-3-[3-(2-methoxyphenyl)-allyl]-4,4,7-trimethyl-2-phenyl-octahydro-benz[e][1,3]oxazine (906107-16-2)

Guidance literature:

(2S,7R,9R,10S)-2-(o-bromophenyl)-3-[3'-(o-methoxyphenyl)]allyl-4,4,7-trimethyl-octahydro-2H-1,3-benzoxazine; With tert.-butyl lithium; In diethyl ether; pentane; at -90 ℃; for 0.166667h;

With N,N,N,N,-tetramethylethylenediamine; In diethyl ether; pentane; at -90 - 20 ℃; for 0.333333h; Further stages.;

DOI:10.1021/ja002864q

Reference yield:

(E)-3-(2-methoxyphenyl)propenal (60125-24-8) → (2S,4aS,7R,8aR)-3-[3-(2-methoxyphenyl)-allyl]-4,4,7-trimethyl-2-phenyl-octahydro-benz[e][1,3]oxazine (906107-16-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene / 5 h / Heating

1.2: 92 percent / NaBH₃CN; HCl / methanol / 6 h / pH 4 / Heating

2.1: 91 percent / toluene / 90 h / Heating

In toluene;

DOI:10.1021/jo060566r

Reference yield:

(-)-aminomenthol (55179-51-6) → (2S,4aS,7R,8aR)-3-[3-(2-methoxyphenyl)-allyl]-4,4,7-trimethyl-2-phenyl-octahydro-benz[e][1,3]oxazine (906107-16-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene / 5 h / Heating

1.2: 92 percent / NaBH₃CN; HCl / methanol / 6 h / pH 4 / Heating

2.1: 91 percent / toluene / 90 h / Heating

In toluene;

DOI:10.1021/jo060566r

upstream raw materials:

(E)-3-(2-methoxyphenyl)propenal

(-)-aminomenthol

(2S,7R,9R,10S)-2-[2'-(o-methoxyphenyl)vinyl]-4,4,7-trimethyl-octahydro-2H-1,3-benzoxazine

(1R,2S,5R)-2-[1-[3-(2-methoxyphenyl)-allylamino]-1-methyl-ethyl]-5-methylcyclohexanol

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