2,2,2-Trichloro-N-[(E)-(1S,5S)-7-phenyl-1-((E)-styryl)-5-(2,2,2-trichloro-acetylamino)-hept-6-enyl]-acetamide

Base Information

Chemical Name:2,2,2-Trichloro-N-[(E)-(1S,5S)-7-phenyl-1-((E)-styryl)-5-(2,2,2-trichloro-acetylamino)-hept-6-enyl]-acetamide
CAS No.:475586-31-3
Molecular Formula:C₂₅H₂₄Cl₆N₂O₂
Molecular Weight:597.196
Hs Code.:

Synonyms:2,2,2-Trichloro-N-[(E)-(1S,5S)-7-phenyl-1-((E)-styryl)-5-(2,2,2-trichloro-acetylamino)-hept-6-enyl]-acetamide

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Chemical Property of 2,2,2-Trichloro-N-[(E)-(1S,5S)-7-phenyl-1-((E)-styryl)-5-(2,2,2-trichloro-acetylamino)-hept-6-enyl]-acetamide

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Technology Process of 2,2,2-Trichloro-N-[(E)-(1S,5S)-7-phenyl-1-((E)-styryl)-5-(2,2,2-trichloro-acetylamino)-hept-6-enyl]-acetamide

There total 5 articles about 2,2,2-Trichloro-N-[(E)-(1S,5S)-7-phenyl-1-((E)-styryl)-5-(2,2,2-trichloro-acetylamino)-hept-6-enyl]-acetamide 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%

: 545-06-2
trichloroacetonitrile

: 475586-32-4
2,2,2-Trichloro-N-[(E)-(1S,7S)-7-hydroxy-7-phenyl-1-((E)-styryl)-hept-5-enyl]-acetamide

: 475586-31-3
2,2,2-Trichloro-N-[(E)-(1S,5S)-7-phenyl-1-((E)-styryl)-5-(2,2,2-trichloro-acetylamino)-hept-6-enyl]-acetamide

Guidance literature:: trichloroacetonitrile; 2,2,2-Trichloro-N-[(E)-(1S,7S)-7-hydroxy-7-phenyl-1-((E)-styryl)-hept-5-enyl]-acetamide; With potassium hydride; In diethyl ether; at 0 ℃;

In toluene; Further stages.; Heating;
DOI:10.1021/ja027271p

Reference yield: 27.0%

: 545-06-2
trichloroacetonitrile

: 475586-24-4
(S,S)-1,9-diphenyl-nona-2,7-(E,E)-diene-1,9-diol

: 475586-32-4
2,2,2-Trichloro-N-[(E)-(1S,7S)-7-hydroxy-7-phenyl-1-((E)-styryl)-hept-5-enyl]-acetamide

: 2,2,2-Trichloro-N-[(E)-(1R,5R)-7-phenyl-1-((E)-styryl)-5-(2,2,2-trichloro-acetylamino)-hept-6-enyl]-acetamide

: 475586-31-3
2,2,2-Trichloro-N-[(E)-(1S,5S)-7-phenyl-1-((E)-styryl)-5-(2,2,2-trichloro-acetylamino)-hept-6-enyl]-acetamide

Guidance literature:: (S,S)-1,9-diphenyl-nona-2,7-(E,E)-diene-1,9-diol; With potassium hydride; In diethyl ether; for 0.25h;

trichloroacetonitrile; In diethyl ether; at 0 - 20 ℃; for 1h;

In toluene; for 2h; Title compound not separated from byproducts; Heating;
DOI:10.1021/ja027271p

Reference yield:

: 2396-63-6
hepta-1,6-diyne

: 475586-31-3
2,2,2-Trichloro-N-[(E)-(1S,5S)-7-phenyl-1-((E)-styryl)-5-(2,2,2-trichloro-acetylamino)-hept-6-enyl]-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: dicyclohexylborane / toluene

1.2: (-)-MIB; Me₂Zn / toluene / 2 h / 0 °C

2.1: KH / diethyl ether; tetrahydrofuran / 0.25 h

2.2: 27 percent / diethyl ether; tetrahydrofuran; toluene / 2 h / Heating

3.1: KH / diethyl ether / 0 °C

3.2: 90 percent / toluene / Heating

With bis(cyclohexanyl)borane; potassium hydride; In tetrahydrofuran; diethyl ether; toluene; 2.1: Overman's (3,3)-sigmatropic rearrangement / 3.1: Overman's (3,3)-sigmatropic rearrangement;
DOI:10.1021/ja027271p