N-{1-(4-hydroxybutyl)-2-[(trimethylsilyl)methyl]-2-cyclopenten-1-yl}-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-{1-(4-hydroxybutyl)-2-[(trimethylsilyl)methyl]-2-cyclopenten-1-yl}-4-methylbenzenesulfonamide
CAS No.:916085-23-9
Molecular Formula:C₂₀H₃₃NO₃SSi
Molecular Weight:395.638
Hs Code.:

Synonyms:N-{1-(4-hydroxybutyl)-2-[(trimethylsilyl)methyl]-2-cyclopenten-1-yl}-4-methylbenzenesulfonamide

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Chemical Property of N-{1-(4-hydroxybutyl)-2-[(trimethylsilyl)methyl]-2-cyclopenten-1-yl}-4-methylbenzenesulfonamide

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Technology Process of N-{1-(4-hydroxybutyl)-2-[(trimethylsilyl)methyl]-2-cyclopenten-1-yl}-4-methylbenzenesulfonamide

There total 6 articles about N-{1-(4-hydroxybutyl)-2-[(trimethylsilyl)methyl]-2-cyclopenten-1-yl}-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: 71.0%

: 916085-16-0
N-{1-(3-butenyl)-2-[(trimethylsilyl)methyl]-2-cyclopenten-1-yl}-4-methylbenzenesulfonamide

: 916085-23-9
N-{1-(4-hydroxybutyl)-2-[(trimethylsilyl)methyl]-2-cyclopenten-1-yl}-4-methylbenzenesulfonamide

Guidance literature:: N-{1-(3-butenyl)-2-[(trimethylsilyl)methyl]-2-cyclopenten-1-yl}-4-methylbenzenesulfonamide; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 0 - 20 ℃;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/ol062073e

Reference yield:

: 916085-04-6
3-(3-butenyl)-2-cyclopenten-1-ol

: 916085-23-9
N-{1-(4-hydroxybutyl)-2-[(trimethylsilyl)methyl]-2-cyclopenten-1-yl}-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 53 percent / PhMe₃NBr₃ / acetonitrile / 18 h / 20 °C

2.1: KHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: 73 percent / tetrahydrofuran / 17 h / -78 - 20 °C

3.1: 82 percent / diethyl ether; pentane / 0.08 h / -78 °C

4.1: 9-BBN / tetrahydrofuran / 0 - 20 °C

4.2: 71 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 2 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; phenyltrimethylammonium tribromide; potassium hexamethylsilazane; In tetrahydrofuran; diethyl ether; acetonitrile; pentane;
DOI:10.1021/ol062073e

Reference yield:

: cis-5-(3-butenyl)-6-[(4-methylphenyl)sulfonyl]-6-azabicyclo[3.1.0]hexan-2-ol

: 916085-23-9
N-{1-(4-hydroxybutyl)-2-[(trimethylsilyl)methyl]-2-cyclopenten-1-yl}-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: KHMDS / tetrahydrofuran / 0.5 h / -78 °C

1.2: 73 percent / tetrahydrofuran / 17 h / -78 - 20 °C

2.1: 82 percent / diethyl ether; pentane / 0.08 h / -78 °C

3.1: 9-BBN / tetrahydrofuran / 0 - 20 °C

3.2: 71 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 2 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; potassium hexamethylsilazane; In tetrahydrofuran; diethyl ether; pentane;
DOI:10.1021/ol062073e