[(1S,3S)-3-{1-[(4-methylphenyl)sulfonyl]-1H-pyrrol-2-yl}cyclopentyl]methyl carbamate

Base Information

Chemical Name:[(1S,3S)-3-{1-[(4-methylphenyl)sulfonyl]-1H-pyrrol-2-yl}cyclopentyl]methyl carbamate
CAS No.:1322547-97-6
Molecular Formula:C₁₈H₂₂N₂O₄S
Molecular Weight:362.45
Hs Code.:

Synonyms:[(1S,3S)-3-{1-[(4-methylphenyl)sulfonyl]-1H-pyrrol-2-yl}cyclopentyl]methyl carbamate

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Chemical Property of [(1S,3S)-3-{1-[(4-methylphenyl)sulfonyl]-1H-pyrrol-2-yl}cyclopentyl]methyl carbamate

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Technology Process of [(1S,3S)-3-{1-[(4-methylphenyl)sulfonyl]-1H-pyrrol-2-yl}cyclopentyl]methyl carbamate

There total 8 articles about [(1S,3S)-3-{1-[(4-methylphenyl)sulfonyl]-1H-pyrrol-2-yl}cyclopentyl]methyl carbamate 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:

: C₂₀H₂₁Cl₃N₂O₅S

: 1322547-97-6
[(1S,3S)-3-{1-[(4-methylphenyl)sulfonyl]-1H-pyrrol-2-yl}cyclopentyl]methyl carbamate

Guidance literature:: With water; potassium carbonate; at 0 - 20 ℃; for 2h;
DOI:10.1016/j.tetasy.2013.02.015

Reference yield:

: 1322546-74-6
1-benzenesulfonyl-cyclopent-3-enecarboxylic ethyl ester

: 1322547-97-6
[(1S,3S)-3-{1-[(4-methylphenyl)sulfonyl]-1H-pyrrol-2-yl}cyclopentyl]methyl carbamate

Guidance literature:: Multi-step reaction with 9 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 15 h / 20 °C

3.1: borane-THF / tetrahydrofuran / 1.42 h / 0 °C

3.2: 1 h / 0 °C

4.1: sodium hydrogencarbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; sodium hypochlorite / water; dichloromethane / 1 h / 0 °C

5.1: triethylamine / tetrahydrofuran / 2 h / 50 °C

6.1: (S)-DTBM-SEGPHOS; copper(II) acetate monohydrate / toluene / 3 h / 20 °C / Inert atmosphere

7.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

7.2: 1 h / -78 - 0 °C

8.1: dichloromethane / 0.5 h / 0 °C

9.1: water; potassium carbonate / 2 h / 0 - 20 °C

With 1H-imidazole; sodium hypochlorite; lithium aluminium tetrahydride; borane-THF; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; (S)-DTBM-SEGPHOS; water; sodium hexamethyldisilazane; copper(II) acetate monohydrate; sodium hydrogencarbonate; potassium carbonate; triethylamine; potassium bromide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetasy.2013.02.015

Reference yield:

: 1322546-79-1
tert-butyl(dimethyl){[1-(phenylsulfonyl)cyclopent-3-en-1-yl]methoxy}silane

: 1322547-97-6
[(1S,3S)-3-{1-[(4-methylphenyl)sulfonyl]-1H-pyrrol-2-yl}cyclopentyl]methyl carbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: borane-THF / tetrahydrofuran / 1.42 h / 0 °C

1.2: 1 h / 0 °C

2.1: sodium hydrogencarbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; sodium hypochlorite / water; dichloromethane / 1 h / 0 °C

3.1: triethylamine / tetrahydrofuran / 2 h / 50 °C

4.1: (S)-DTBM-SEGPHOS; copper(II) acetate monohydrate / toluene / 3 h / 20 °C / Inert atmosphere

5.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

5.2: 1 h / -78 - 0 °C

6.1: dichloromethane / 0.5 h / 0 °C

7.1: water; potassium carbonate / 2 h / 0 - 20 °C

With sodium hypochlorite; borane-THF; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; (S)-DTBM-SEGPHOS; water; sodium hexamethyldisilazane; copper(II) acetate monohydrate; sodium hydrogencarbonate; potassium carbonate; triethylamine; potassium bromide; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1016/j.tetasy.2013.02.015