N-methyl-2-(4-methyl-1-phenylpentylsulfinyl)benzamide

Base Information

Chemical Name:N-methyl-2-(4-methyl-1-phenylpentylsulfinyl)benzamide
CAS No.:1315275-23-0
Molecular Formula:C₂₀H₂₅NO₂S
Molecular Weight:343.49
Hs Code.:

Synonyms:N-methyl-2-(4-methyl-1-phenylpentylsulfinyl)benzamide

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Chemical Property of N-methyl-2-(4-methyl-1-phenylpentylsulfinyl)benzamide

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Technology Process of N-methyl-2-(4-methyl-1-phenylpentylsulfinyl)benzamide

There total 19 articles about N-methyl-2-(4-methyl-1-phenylpentylsulfinyl)benzamide 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: 92.0%

: 1315275-16-1
(S)-2-(benzylsulfinyl)-N-methylbenzamide

: 107-82-4
i-pentyl bromide

: 1315275-23-0
N-methyl-2-(4-methyl-1-phenylpentylsulfinyl)benzamide

Guidance literature:: (S)-2-(benzylsulfinyl)-N-methylbenzamide; With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at -70 ℃; for 0.166667h; Inert atmosphere;

i-pentyl bromide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at -78 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2011.05.033

Reference yield:

: 2527-66-4
2-methyl-1,2-benzisothiazole-3(2H)-one

: 1315275-23-0
N-methyl-2-(4-methyl-1-phenylpentylsulfinyl)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate

2.1: triethylamine

3.1: titanium(IV) isopropylate; tert.-butylhydroperoxide; (R,R)-hydroxybenzoin; water / tetrachloromethane / 20 h / 0 - 20 °C

4.1: n-butyllithium / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane / 0.17 h / -70 °C / Inert atmosphere

4.2: -78 °C / Inert atmosphere

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; n-butyllithium; (R,R)-hydroxybenzoin; water; triethylamine; In tetrahydrofuran; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane;
DOI:10.1016/j.tet.2011.05.033

Reference yield:

: 147-93-3
Thiosalicylic acid

: 1315275-23-0
N-methyl-2-(4-methyl-1-phenylpentylsulfinyl)benzamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: triethylamine / 1,4-dioxane / 0.17 h / 0 °C

2.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

3.1: 3-chloro-benzenecarboperoxoic acid / chloroform / 0.83 h / 0 °C

4.1: n-butyllithium / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane / 0.17 h / -70 °C / Inert atmosphere

4.2: -78 °C / Inert atmosphere

5.1: 2,4,6-trimethyl-pyridine; oxalyl dichloride / dichloromethane / -50 °C / Inert atmosphere

6.1: sodium tetrahydroborate

7.1: triethylamine

8.1: titanium(IV) isopropylate; tert.-butylhydroperoxide; (R,R)-hydroxybenzoin; water / tetrachloromethane / 20 h / 0 - 20 °C

9.1: n-butyllithium / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane / 0.17 h / -70 °C / Inert atmosphere

9.2: -78 °C / Inert atmosphere

With 2,4,6-trimethyl-pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; (R,R)-hydroxybenzoin; water; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide; 5.1: non-oxidative chloro-Pummerer reaction;
DOI:10.1016/j.tet.2011.05.033