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

Base Information

• Chemical Name: (2S)-N-benzyl-N-(2-trifluoromethyl-2-hydroxybut-1-yl)-8'-aminomenthol
• CAS No.: 881748-35-2
• Molecular Formula: C₂₂H₃₄F₃NO₂
• Molecular Weight: 401.513
• Mol file: 881748-35-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about (2S)-N-benzyl-N-(2-trifluoromethyl-2-hydroxybut-1-yl)-8'-aminomenthol 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: 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

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)-N-benzyl-N-(2-trifluoromethyl-2-hydroxybut-1-yl)-8'-aminomenthol (881748-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / TBAF / tetrahydrofuran / 0 - 20 °C

2: 90 percent / LiAlH₃; AlCl₃ / tetrahydrofuran / -10 - 20 °C

With aluminium trichloride; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1021/jo052458v

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)-N-benzyl-N-(2-trifluoromethyl-2-hydroxybut-1-yl)-8'-aminomenthol (881748-35-2)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 90 percent / LiAlH₃; AlCl₃ / tetrahydrofuran / -10 - 20 °C

With aluminium trichloride; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1021/jo052458v

upstream raw materials:

(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

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