(2S,2S',4a'S,7'R,8a'R)-2-(3-benzyl-4',4',7'-trimethyloctahydro-2H-benzo[e][1,3]oxazin-2'-yl)-1,1,1-trifluorobutan-2-ol

Base Information

• Chemical Name: (2S,2S',4a'S,7'R,8a'R)-2-(3-benzyl-4',4',7'-trimethyloctahydro-2H-benzo[e][1,3]oxazin-2'-yl)-1,1,1-trifluorobutan-2-ol
• CAS No.: 881748-18-1
• Molecular Formula: C₂₂H₃₂F₃NO₂
• Molecular Weight: 399.497

Synonyms:(2S,2S',4a'S,7'R,8a'R)-2-(3-benzyl-4',4',7'-trimethyloctahydro-2H-benzo[e][1,3]oxazin-2'-yl)-1,1,1-trifluorobutan-2-ol

Chemical Property of (2S,2S',4a'S,7'R,8a'R)-2-(3-benzyl-4',4',7'-trimethyloctahydro-2H-benzo[e][1,3]oxazin-2'-yl)-1,1,1-trifluorobutan-2-ol

Chemical Property:

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Technology Process of (2S,2S',4a'S,7'R,8a'R)-2-(3-benzyl-4',4',7'-trimethyloctahydro-2H-benzo[e][1,3]oxazin-2'-yl)-1,1,1-trifluorobutan-2-ol

There total 2 articles about (2S,2S',4a'S,7'R,8a'R)-2-(3-benzyl-4',4',7'-trimethyloctahydro-2H-benzo[e][1,3]oxazin-2'-yl)-1,1,1-trifluorobutan-2-ol 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,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-2-(1-trifluoromethyl-1-trimethylsilanyloxy-propyl)-octahydro-benzo[e][1,3]oxazine → (2S,2S',4a'S,7'R,8a'R)-2-(3-benzyl-4',4',7'-trimethyloctahydro-2H-benzo[e][1,3]oxazin-2'-yl)-1,1,1-trifluorobutan-2-ol (881748-18-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jo052458v

Reference yield:

1-<<2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazin-2-yl>propan-1-one (125250-96-6) → (2S,2S',4a'S,7'R,8a'R)-2-(3-benzyl-4',4',7'-trimethyloctahydro-2H-benzo[e][1,3]oxazin-2'-yl)-1,1,1-trifluorobutan-2-ol (881748-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1: CsF / tetrahydrofuran / 0 °C

2: TBAF / tetrahydrofuran / 1 h / 20 °C

With tetrabutyl ammonium fluoride; cesium fluoride; In tetrahydrofuran;

DOI:10.1021/jo052458v

Reference yield: 90.0%

(2S,2S',4a'S,7'R,8a'R)-2-(3-benzyl-4',4',7'-trimethyloctahydro-2H-benzo[e][1,3]oxazin-2'-yl)-1,1,1-trifluorobutan-2-ol (881748-18-1) → (2S)-N-benzyl-N-(2-trifluoromethyl-2-hydroxybut-1-yl)-8'-aminomenthol (881748-35-2)

Guidance literature:

With aluminium trichloride; In tetrahydrofuran; at -10 - 20 ℃;

DOI:10.1021/jo052458v

upstream raw materials:

1-<<2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazin-2-yl>propan-1-one

Downstream raw materials:

(2S)-N-benzyl-N-(2-trifluoromethyl-2-hydroxybut-1-yl)-8'-aminomenthol

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