2-(Toluene-4-sulfonyl)-3-trimethylsilanyl-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid methyl ester

Base Information

• Chemical Name: 2-(Toluene-4-sulfonyl)-3-trimethylsilanyl-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid methyl ester
• CAS No.: 213745-87-0
• Molecular Formula: C₁₈H₂₅NO₄SSi
• Molecular Weight: 379.552

Synonyms:2-(Toluene-4-sulfonyl)-3-trimethylsilanyl-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid methyl ester

Chemical Property of 2-(Toluene-4-sulfonyl)-3-trimethylsilanyl-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(Toluene-4-sulfonyl)-3-trimethylsilanyl-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid methyl ester

There total 6 articles about 2-(Toluene-4-sulfonyl)-3-trimethylsilanyl-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid methyl ester 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: 97.0%

chloro-trimethyl-silane (75-77-4) + 2-(Toluene-4-sulfonyl)-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid methyl ester (131193-46-9) → 2-(Toluene-4-sulfonyl)-3-trimethylsilanyl-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid methyl ester (213745-87-0)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1002/(SICI)1099-0690(199809)1998:9<1997::AID-EJOC1997>3.0.CO;2-A

Reference yield:

methyl 1H-pyrrole-1-carboxylate (4277-63-8) → 2-(Toluene-4-sulfonyl)-3-trimethylsilanyl-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid methyl ester (213745-87-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / CH₂Cl₂ / 9000720 Torr

2: 99 percent / H₂ / Pd/C / methanol

3: 97 percent / LDA / tetrahydrofuran; hexane / -78 - 20 °C

With hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane;

DOI:10.1002/(SICI)1099-0690(199809)1998:9<1997::AID-EJOC1997>3.0.CO;2-A

Reference yield:

ethynyl p-tolyl sulfone (13894-21-8) → 2-(Toluene-4-sulfonyl)-3-trimethylsilanyl-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid methyl ester (213745-87-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / CH₂Cl₂ / 9000720 Torr

2: 99 percent / H₂ / Pd/C / methanol

3: 97 percent / LDA / tetrahydrofuran; hexane / -78 - 20 °C

With hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane;

DOI:10.1002/(SICI)1099-0690(199809)1998:9<1997::AID-EJOC1997>3.0.CO;2-A

upstream raw materials:

chloro-trimethyl-silane

2-(Toluene-4-sulfonyl)-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid methyl ester

methyl 1H-pyrrole-1-carboxylate

ethynyl p-tolyl sulfone

Downstream raw materials:

7-carbomethoxy-7-azabicyclo<2.2.1>hept-2-ene

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