(1S,5R)-N-(p-tolylsulfonyl)-3-(trimethylsilyloxy)-9-azabicyclo<3.3.1>non-2-ene

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Chemical Name:(1S,5R)-N-(p-tolylsulfonyl)-3-(trimethylsilyloxy)-9-azabicyclo<3.3.1>non-2-ene
CAS No.:180580-54-5
Molecular Formula:C₁₈H₂₇NO₃SSi
Molecular Weight:365.569
Hs Code.:

Synonyms:(1S,5R)-N-(p-tolylsulfonyl)-3-(trimethylsilyloxy)-9-azabicyclo<3.3.1>non-2-ene

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Chemical Property of (1S,5R)-N-(p-tolylsulfonyl)-3-(trimethylsilyloxy)-9-azabicyclo<3.3.1>non-2-ene

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Technology Process of (1S,5R)-N-(p-tolylsulfonyl)-3-(trimethylsilyloxy)-9-azabicyclo<3.3.1>non-2-ene

There total 3 articles about (1S,5R)-N-(p-tolylsulfonyl)-3-(trimethylsilyloxy)-9-azabicyclo<3.3.1>non-2-ene 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: 63.0%

: 75-77-4
chloro-trimethyl-silane

: 180406-57-9
N-p-tolylsulfonyl-9-azabicyclo<3.3.1>nonan-3-one

: 180580-54-5
(1S,5R)-N-(p-tolylsulfonyl)-3-(trimethylsilyloxy)-9-azabicyclo<3.3.1>non-2-ene

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; (R)-N-(2,2-dimethylpropyl)-1-phenyl-2-(4-methylpiperazinyl)ethylamine; In tetrahydrofuran; hexane; 1.) -100 deg C to room temperature, 1 h, 2.) -100 deg C, 40 min;
DOI:10.1016/S0040-4020(99)00073-3

Reference yield:

: 72761-60-5
9-azabicyclo<3.3.1>nonan-3-one hydrochloride

: 180580-54-5
(1S,5R)-N-(p-tolylsulfonyl)-3-(trimethylsilyloxy)-9-azabicyclo<3.3.1>non-2-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / Na₂CO₃ / H₂O; CH₂Cl₂ / 12 h / Ambient temperature

2: 63 percent / (R)-<2-(4-methylpiperazinyl)-1-phenylethyl>(2,2-dimethylpropyl)amine, n-BuLi, hexamethylphosphortriamide / tetrahydrofuran; hexane / 1.) -100 deg C to room temperature, 1 h, 2.) -100 deg C, 40 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium carbonate; (R)-N-(2,2-dimethylpropyl)-1-phenyl-2-(4-methylpiperazinyl)ethylamine; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1016/S0040-4020(99)00073-3

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 180580-54-5
(1S,5R)-N-(p-tolylsulfonyl)-3-(trimethylsilyloxy)-9-azabicyclo<3.3.1>non-2-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / Na₂CO₃ / H₂O; CH₂Cl₂ / 12 h / Ambient temperature

2: 63 percent / (R)-<2-(4-methylpiperazinyl)-1-phenylethyl>(2,2-dimethylpropyl)amine, n-BuLi, hexamethylphosphortriamide / tetrahydrofuran; hexane / 1.) -100 deg C to room temperature, 1 h, 2.) -100 deg C, 40 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium carbonate; (R)-N-(2,2-dimethylpropyl)-1-phenyl-2-(4-methylpiperazinyl)ethylamine; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1016/S0040-4020(99)00073-3