(2S,1'R)-N-[1-(2-bromophenyl)hept-6-en-3-yl]-3,3,3-trifluoro-2-methoxy-2-phenylpropanamide

Base Information

Chemical Name:(2S,1'R)-N-[1-(2-bromophenyl)hept-6-en-3-yl]-3,3,3-trifluoro-2-methoxy-2-phenylpropanamide
CAS No.:1310343-42-0
Molecular Formula:C₂₃H₂₅BrF₃NO₂
Molecular Weight:484.356
Hs Code.:

Synonyms:(2S,1'R)-N-[1-(2-bromophenyl)hept-6-en-3-yl]-3,3,3-trifluoro-2-methoxy-2-phenylpropanamide

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Chemical Property of (2S,1'R)-N-[1-(2-bromophenyl)hept-6-en-3-yl]-3,3,3-trifluoro-2-methoxy-2-phenylpropanamide

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Technology Process of (2S,1'R)-N-[1-(2-bromophenyl)hept-6-en-3-yl]-3,3,3-trifluoro-2-methoxy-2-phenylpropanamide

There total 4 articles about (2S,1'R)-N-[1-(2-bromophenyl)hept-6-en-3-yl]-3,3,3-trifluoro-2-methoxy-2-phenylpropanamide 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: 14.0%

: 1310343-29-3
(+/-)-1-(2-bromophenyl)hept-6-en-3-amine

: 17257-71-5,20445-31-2,56135-03-6,81655-41-6
(S)-Mosher acid

: 1310343-42-0
(2S,1'R)-N-[1-(2-bromophenyl)hept-6-en-3-yl]-3,3,3-trifluoro-2-methoxy-2-phenylpropanamide

: (2S,1'S)-N-[1-(2-bromophenyl)hept-6-en-3-yl]-3,3,3-trifluoro-2-methoxy-2-phenylpropanamide

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 36h; Inert atmosphere;
DOI:10.1021/ol201123b

Reference yield:

: 1021172-48-4
1-(2-bromophenyl)hept-6-en-3-one

: 1310343-42-0
(2S,1'R)-N-[1-(2-bromophenyl)hept-6-en-3-yl]-3,3,3-trifluoro-2-methoxy-2-phenylpropanamide

: (2S,1'S)-N-[1-(2-bromophenyl)hept-6-en-3-yl]-3,3,3-trifluoro-2-methoxy-2-phenylpropanamide

Guidance literature:: Multi-step reaction with 2 steps

1: ammonium acetate; sodium cyanoborohydride / methanol / 24 h / Inert atmosphere; Reflux

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 36 h / 20 °C / Inert atmosphere

With ammonium acetate; sodium cyanoborohydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; dichloromethane;
DOI:10.1021/ol201123b

Reference yield:

: 1310343-28-2
3-(2-bromophenyl)-N-methoxy-N-methylpropanamide

: 1310343-42-0
(2S,1'R)-N-[1-(2-bromophenyl)hept-6-en-3-yl]-3,3,3-trifluoro-2-methoxy-2-phenylpropanamide

: (2S,1'S)-N-[1-(2-bromophenyl)hept-6-en-3-yl]-3,3,3-trifluoro-2-methoxy-2-phenylpropanamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: magnesium / diethyl ether / 0.92 h / 20 °C / Inert atmosphere; Reflux

1.2: 1.92 h / 0 - 20 °C / Inert atmosphere

1.3: 0 °C / Inert atmosphere

2.1: ammonium acetate; sodium cyanoborohydride / methanol / 24 h / Inert atmosphere; Reflux

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 36 h / 20 °C / Inert atmosphere

With ammonium acetate; sodium cyanoborohydride; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/ol201123b