N-[1-allyl-2-(trimethylsilyl)methyl-2-cyclopenten-1-yl]-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-[1-allyl-2-(trimethylsilyl)methyl-2-cyclopenten-1-yl]-4-methylbenzenesulfonamide
CAS No.:916085-12-6
Molecular Formula:C₁₉H₂₉NO₂SSi
Molecular Weight:363.596
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 6 articles about N-[1-allyl-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: 77.0%

: 5-allyl-4-methoxy-6-[(4-methylphenyl)sulfonyl]-6-azabicyclo[3.1.0]pentane

: 1822-00-0
trimethylsilylmethyllithium

: 916085-12-6
N-[1-allyl-2-(trimethylsilyl)methyl-2-cyclopenten-1-yl]-4-methylbenzenesulfonamide

Guidance literature:: With tert-butyl methyl ether; In pentane; at -78 ℃; for 0.0833333h;
DOI:10.1021/ol062073e

Reference yield:

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

: 916085-12-6
N-[1-allyl-2-(trimethylsilyl)methyl-2-cyclopenten-1-yl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 93 percent / tetrahydrofuran / 17 h / -78 - 20 °C

2.1: 77 percent / t-BuOMe / pentane / 0.08 h / -78 °C

With tert-butyl methyl ether; potassium hexamethylsilazane; In tetrahydrofuran; pentane;
DOI:10.1021/ol062073e

Reference yield:

: 930-30-3
cyclopent-2-enone

: 916085-12-6
N-[1-allyl-2-(trimethylsilyl)methyl-2-cyclopenten-1-yl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 94 percent / tetrahydrofuran / 2 h / 20 °C

2.1: 61 percent / PDC / CH₂Cl₂ / 6 h / 20 °C

3.1: 86 percent / NaBH₄; CeCl₃*7H₂O / methanol / 2 h / 0 °C

4.1: 48 percent / PhMe₃NBr₃ / acetonitrile / 18 h / 20 °C

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

5.2: 93 percent / tetrahydrofuran / 17 h / -78 - 20 °C

6.1: 77 percent / t-BuOMe / pentane / 0.08 h / -78 °C

With sodium tetrahydroborate; dipyridinium dichromate; cerium(III) chloride; tert-butyl methyl ether; phenyltrimethylammonium tribromide; potassium hexamethylsilazane; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; pentane;
DOI:10.1021/ol062073e