2-AMino-5-chloro-α-[(1E)-2-cyclopropylethenyl]-α-(trifluoroMethyl)-benzeneMethanol

Base Information

• Chemical Name: 2-AMino-5-chloro-α-[(1E)-2-cyclopropylethenyl]-α-(trifluoroMethyl)-benzeneMethanol
• CAS No.: 221177-51-1
• Molecular Formula: C₁₃H₁₃ClF₃NO
• Molecular Weight: 291.701
• Mol file: 221177-51-1.mol

Synonyms:trans-6-Amino-3-chloro-α-(2-cyclopropylethenyl)-α-(trifluoromethyl)benzyl alcohol

Chemical Property of 2-AMino-5-chloro-α-[(1E)-2-cyclopropylethenyl]-α-(trifluoroMethyl)-benzeneMethanol

Chemical Property:

• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform, Dichloromethane, Methanol

Purity/Quality:

2-Amino-5-chloro-α-[(1E)-2-cyclopropylethenyl]-α-(trifluoromethyl)-benzenemethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Intermediate in the preparation of dihydrobenzoxazepinones as HIV reverse transcriptase inhibitors.

Technology Process of 2-AMino-5-chloro-α-[(1E)-2-cyclopropylethenyl]-α-(trifluoroMethyl)-benzeneMethanol

There total 4 articles about 2-AMino-5-chloro-α-[(1E)-2-cyclopropylethenyl]-α-(trifluoroMethyl)-benzeneMethanol 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:

concentrated aqueous ammonium hydroxide + 2-[5-chloro-2-(trityloamino)phenyl]-4-cyclopropyl-1,1,1-trifluorobut-3-yn-2-ol (221177-50-0) → trans-6-Amino-3-chloro-α-(2-cyclopropylethenyl)-α-(trifluoromethyl)benzyl alcohol (221177-51-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; methanol; hexane;

Reference yield:

(E)-2-[5-Chloro-2-(trityl-amino)-phenyl]-4-cyclopropyl-1,1,1-trifluoro-but-3-en-2-ol → trans-6-Amino-3-chloro-α-(2-cyclopropylethenyl)-α-(trifluoromethyl)benzyl alcohol (221177-51-1)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 0.5h;

DOI:10.1016/S0960-894X(01)00239-6

Reference yield:

1-[5-chloro-2-(tritylamino)phenyl]-2,2,2-trifluoroethan-1-one (209460-09-3) → trans-6-Amino-3-chloro-α-(2-cyclopropylethenyl)-α-(trifluoromethyl)benzyl alcohol (221177-51-1)

Guidance literature:

Multi-step reaction with 3 steps

1: n-BuLi / tetrahydrofuran / 0.25 h / 0 °C

2: LAH / tetrahydrofuran / 16 h / 20 °C

3: conc. aq. HCl / methanol / 0.5 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; In tetrahydrofuran; methanol;

DOI:10.1016/S0960-894X(01)00239-6

upstream raw materials:

1-[5-chloro-2-(tritylamino)phenyl]-2,2,2-trifluoroethan-1-one

2-[5-chloro-2-(trityloamino)phenyl]-4-cyclopropyl-1,1,1-trifluorobut-3-yn-2-ol

Refernces

• 1、 -. "5,5-disubstituted-1,5-dihydro-4,1-benzoxazepin-2 (3H)-ones useful as HIV reverse transcriptase inhibitors". . . Retrieved 2008/06/13.