2-[3-Acetyl-1-benzyl-5-(2,2,2-trichloro-acetyl)-1,4-dihydro-pyridin-4-yl]-4-(1-methyl-1H-indol-3-yl)-2-methylsulfanyl-butyric acid methyl ester

Base Information

Chemical Name:2-[3-Acetyl-1-benzyl-5-(2,2,2-trichloro-acetyl)-1,4-dihydro-pyridin-4-yl]-4-(1-methyl-1H-indol-3-yl)-2-methylsulfanyl-butyric acid methyl ester
CAS No.:231303-23-4
Molecular Formula:C₃₁H₃₁Cl₃N₂O₄S
Molecular Weight:634.023
Hs Code.:

Synonyms:2-[3-Acetyl-1-benzyl-5-(2,2,2-trichloro-acetyl)-1,4-dihydro-pyridin-4-yl]-4-(1-methyl-1H-indol-3-yl)-2-methylsulfanyl-butyric acid methyl ester

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Chemical Property of 2-[3-Acetyl-1-benzyl-5-(2,2,2-trichloro-acetyl)-1,4-dihydro-pyridin-4-yl]-4-(1-methyl-1H-indol-3-yl)-2-methylsulfanyl-butyric acid methyl ester

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Technology Process of 2-[3-Acetyl-1-benzyl-5-(2,2,2-trichloro-acetyl)-1,4-dihydro-pyridin-4-yl]-4-(1-methyl-1H-indol-3-yl)-2-methylsulfanyl-butyric acid methyl ester

There total 1 articles about 2-[3-Acetyl-1-benzyl-5-(2,2,2-trichloro-acetyl)-1,4-dihydro-pyridin-4-yl]-4-(1-methyl-1H-indol-3-yl)-2-methylsulfanyl-butyric acid methyl ester 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: 34.0%

: 5096-12-8
3-acetyl-N-benzylpyridinium chloride

: methyl 2-(methylsulfanyl)-4-(1-methyl-3-indolyl)butyrate

: 4124-31-6
trichloroacetic acid anhydride

: 231303-23-4
2-[3-Acetyl-1-benzyl-5-(2,2,2-trichloro-acetyl)-1,4-dihydro-pyridin-4-yl]-4-(1-methyl-1H-indol-3-yl)-2-methylsulfanyl-butyric acid methyl ester

Guidance literature:: methyl 2-(methylsulfanyl)-4-(1-methyl-3-indolyl)butyrate; With lithium diisopropyl amide; In tetrahydrofuran; at -70 ℃; for 0.5h;

3-acetyl-N-benzylpyridinium chloride; In tetrahydrofuran; at -70 - -40 ℃; for 1.5h;

trichloroacetic acid anhydride; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1016/S0040-4039(99)00621-8

Reference yield: 77.0%

: 67-56-1
methanol

: 231303-23-4
2-[3-Acetyl-1-benzyl-5-(2,2,2-trichloro-acetyl)-1,4-dihydro-pyridin-4-yl]-4-(1-methyl-1H-indol-3-yl)-2-methylsulfanyl-butyric acid methyl ester

: 231303-30-3
5-acetyl-1-benzyl-4-[1-methoxycarbonyl-3-(1-methyl-1H-indol-3-yl)-propyl]-1,4-dihydro-pyridine-3-carboxylic acid methyl ester

Guidance literature:: methanol; 2-[3-Acetyl-1-benzyl-5-(2,2,2-trichloro-acetyl)-1,4-dihydro-pyridin-4-yl]-4-(1-methyl-1H-indol-3-yl)-2-methylsulfanyl-butyric acid methyl ester; With sodium methylate;

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;
DOI:10.1016/S0040-4039(99)00621-8

Reference yield:

: 231303-23-4
2-[3-Acetyl-1-benzyl-5-(2,2,2-trichloro-acetyl)-1,4-dihydro-pyridin-4-yl]-4-(1-methyl-1H-indol-3-yl)-2-methylsulfanyl-butyric acid methyl ester

: (4S,5S)-5-Acetyl-1-benzyl-4-[1-methoxycarbonyl-3-(1-methyl-1H-indol-3-yl)-propyl]-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium methoxide

1.2: 77 percent / Bu₃SnH; AIBN / benzene / Heating

2.1: 40 percent / H₂ / PtO₂ / methanol

With hydrogen; sodium methylate; platinum(IV) oxide; In methanol; 1.1: Substitution / 1.2: desulfurization / 2.1: Catalytic hydrogenation;
DOI:10.1016/S0040-4039(99)00621-8