meso-N-methoxycarbonyl-2,3-bis(phenylsulfonyl)-7-azabicyclo[2.2.1]hept-2-ene

Base Information

• Chemical Name: meso-N-methoxycarbonyl-2,3-bis(phenylsulfonyl)-7-azabicyclo[2.2.1]hept-2-ene
• CAS No.: 354142-13-5
• Molecular Formula: C₂₀H₁₉NO₆S₂
• Molecular Weight: 433.506

Synonyms:meso-N-methoxycarbonyl-2,3-bis(phenylsulfonyl)-7-azabicyclo[2.2.1]hept-2-ene

Chemical Property of meso-N-methoxycarbonyl-2,3-bis(phenylsulfonyl)-7-azabicyclo[2.2.1]hept-2-ene

Chemical Property:

Purity/Quality:

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Technology Process of meso-N-methoxycarbonyl-2,3-bis(phenylsulfonyl)-7-azabicyclo[2.2.1]hept-2-ene

There total 5 articles about meso-N-methoxycarbonyl-2,3-bis(phenylsulfonyl)-7-azabicyclo[2.2.1]hept-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:

N-methoxycarbonyl-7-aza-2-bromo-3-phenylsulfonylbicyclo[2.2.1]hepta-2,5-diene (899799-02-1) → meso-N-methoxycarbonyl-2,3-bis(phenylsulfonyl)-7-azabicyclo[2.2.1]hept-2-ene (354142-13-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C

2: NaH / tetrahydrofuran

3: m-CPBA

With hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;

DOI:10.1016/j.tetlet.2006.04.014

Reference yield:

methyl 1H-pyrrole-1-carboxylate (4277-63-8) → meso-N-methoxycarbonyl-2,3-bis(phenylsulfonyl)-7-azabicyclo[2.2.1]hept-2-ene (354142-13-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C

2: NaH / tetrahydrofuran

3: m-CPBA

With hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;

DOI:10.1016/j.tetlet.2006.04.014

Reference yield:

[(bromoethynyl)sulfonyl]benzene (227454-52-6) → meso-N-methoxycarbonyl-2,3-bis(phenylsulfonyl)-7-azabicyclo[2.2.1]hept-2-ene (354142-13-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C

2: NaH / tetrahydrofuran

3: m-CPBA

With hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;

DOI:10.1016/j.tetlet.2006.04.014

upstream raw materials:

2-benzenesulfonyl-3-phenylsulfanyl-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid methyl ester

N-methoxycarbonyl-7-aza-2-bromo-3-phenylsulfonylbicyclo[2.2.1]hepta-2,5-diene

2-benzenesulfonyl-3-bromo-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid methyl ester

methyl 1H-pyrrole-1-carboxylate

Downstream raw materials:

C₂₈H₂₇NO₆S

C₂₅H₂₉NO₄

C₂₂H₂₃NO₄

(-)-(1R,4S)-tert-butyl 2-oxo-7-azabicyclo[2.2.1]heptane-7-carboxylate

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