(7aR)-1-(4-methylphenylsulfonyl)-1,2,5,6,7,7a-hexahydro-1H-indol-3-one

Base Information

Chemical Name:(7aR)-1-(4-methylphenylsulfonyl)-1,2,5,6,7,7a-hexahydro-1H-indol-3-one
CAS No.:866141-91-5
Molecular Formula:C₁₅H₁₇NO₃S
Molecular Weight:291.371
Hs Code.:

Synonyms:(7aR)-1-(4-methylphenylsulfonyl)-1,2,5,6,7,7a-hexahydro-1H-indol-3-one

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Chemical Property of (7aR)-1-(4-methylphenylsulfonyl)-1,2,5,6,7,7a-hexahydro-1H-indol-3-one

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Technology Process of (7aR)-1-(4-methylphenylsulfonyl)-1,2,5,6,7,7a-hexahydro-1H-indol-3-one

There total 9 articles about (7aR)-1-(4-methylphenylsulfonyl)-1,2,5,6,7,7a-hexahydro-1H-indol-3-one 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: 78.0%

: 866141-90-4
(2R)-2-[3-(1,3-dioxolan-2-yl)prop-1-yl]-1-(4-methylphenylsulfonyl)pyrrolidin-3-one

: 866141-91-5
(7aR)-1-(4-methylphenylsulfonyl)-1,2,5,6,7,7a-hexahydro-1H-indol-3-one

Guidance literature:: With toluene-4-sulfonic acid; In toluene; for 5h; Heating;
DOI:10.3987/COM-05-10470

Reference yield:

: 1063998-64-0
(2S,4R)-4-Hydroxy-pyrrolidine-2-carbonyl chloride

: 866141-91-5
(7aR)-1-(4-methylphenylsulfonyl)-1,2,5,6,7,7a-hexahydro-1H-indol-3-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine / CH₂Cl₂

2.1: imidazole / dimethylformamide

3.1: sodium borohydride; lithium chloride / methanol

4.1: oxalyl chloride; dimethyl sulfoxide / CH₂Cl₂; triethylamine / -78 - 20 °C

4.2: 75 percent / n-butyllithium / tetrahydrofuran; hexane / -78 - 8 °C

5.1: 90 percent / H₂ / Pd/C / ethyl acetate / 10 h / 20 °C

6.1: n-tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

6.2: 81 percent / pyridinium chlorochromate; Celite / CH₂Cl₂ / 10 h / 20 °C

7.1: 78 percent / p-toluenesulfonic acid / toluene / 5 h / Heating

With 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; triethylamine; N,N-dimethyl-formamide; toluene; 4.1: Swern oxidation;
DOI:10.3987/COM-05-10470

Reference yield:

: (2S,4R)-4-Hydroxy-1-(toluene-4-sulfonyl)-pyrrolidine-2-carbonyl chloride

: 866141-91-5
(7aR)-1-(4-methylphenylsulfonyl)-1,2,5,6,7,7a-hexahydro-1H-indol-3-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: imidazole / dimethylformamide

2.1: sodium borohydride; lithium chloride / methanol

3.1: oxalyl chloride; dimethyl sulfoxide / CH₂Cl₂; triethylamine / -78 - 20 °C

3.2: 75 percent / n-butyllithium / tetrahydrofuran; hexane / -78 - 8 °C

4.1: 90 percent / H₂ / Pd/C / ethyl acetate / 10 h / 20 °C

5.1: n-tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

5.2: 81 percent / pyridinium chlorochromate; Celite / CH₂Cl₂ / 10 h / 20 °C

6.1: 78 percent / p-toluenesulfonic acid / toluene / 5 h / Heating

With 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; triethylamine; N,N-dimethyl-formamide; toluene; 3.1: Swern oxidation;
DOI:10.3987/COM-05-10470