N-[(1S)-1-(1-benzenesulfonyl-3,4-dihydroxycyclopentylmethyl)-2-(1-methyl-1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-[(1S)-1-(1-benzenesulfonyl-3,4-dihydroxycyclopentylmethyl)-2-(1-methyl-1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide
CAS No.:860617-73-8
Molecular Formula:C₃₀H₃₄N₂O₆S₂
Molecular Weight:582.742
Hs Code.:

Synonyms:N-[(1S)-1-(1-benzenesulfonyl-3,4-dihydroxycyclopentylmethyl)-2-(1-methyl-1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide

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Chemical Property of N-[(1S)-1-(1-benzenesulfonyl-3,4-dihydroxycyclopentylmethyl)-2-(1-methyl-1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide

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Technology Process of N-[(1S)-1-(1-benzenesulfonyl-3,4-dihydroxycyclopentylmethyl)-2-(1-methyl-1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide

There total 6 articles about N-[(1S)-1-(1-benzenesulfonyl-3,4-dihydroxycyclopentylmethyl)-2-(1-methyl-1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide 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: 61.0%

: 860438-74-0
N-[(1S)-1-(1-benzenesulfonylcyclopent-3-enylmethyl)-2-(1-methyl-1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide

: 860617-73-8
N-[(1S)-1-(1-benzenesulfonyl-3,4-dihydroxycyclopentylmethyl)-2-(1-methyl-1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide

Guidance literature:: With potassium permanganate; tetrabutylammomium bromide; In dichloromethane; at 3 - 20 ℃;
DOI:10.1016/j.tetlet.2005.04.033

Reference yield:

: 860438-73-9
1-methyl-3-[(2S)-1-(toluene-4-sulfonyl)aziridin-2-ylmethyl]-1H-indole

: 860617-73-8
N-[(1S)-1-(1-benzenesulfonyl-3,4-dihydroxycyclopentylmethyl)-2-(1-methyl-1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / lithium naphthalenide; DMPU / tetrahydrofuran / -78 - 20 °C

2: 61 percent / KMnO₄; nBu₄NBr / CH₂Cl₂ / 3 - 20 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; potassium permanganate; tetrabutylammomium bromide; naphthalen-1-yl-lithium; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2005.04.033

Reference yield:

: (2S)-3-(1-methyl-1H-indol-3-yl)-2-[(toluene-4-sulfonyl)amino]propanol

: 860617-73-8
N-[(1S)-1-(1-benzenesulfonyl-3,4-dihydroxycyclopentylmethyl)-2-(1-methyl-1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / KOH; tosyl chloride / diethyl ether; tetrahydrofuran

2: 72 percent / lithium naphthalenide; DMPU / tetrahydrofuran / -78 - 20 °C

3: 61 percent / KMnO₄; nBu₄NBr / CH₂Cl₂ / 3 - 20 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; potassium hydroxide; potassium permanganate; tetrabutylammomium bromide; naphthalen-1-yl-lithium; p-toluenesulfonyl chloride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/j.tetlet.2005.04.033