1-(Toluenesulfonyl)-4,5-endo-epoxy-1,2,2a,3,4,5-hexahydrobenzindole

Base Information

• Chemical Name: 1-(Toluenesulfonyl)-4,5-endo-epoxy-1,2,2a,3,4,5-hexahydrobenzindole
• CAS No.: 124465-61-8
• Molecular Formula: C₁₈H₁₇NO₃S
• Molecular Weight: 327.404

Synonyms:

Chemical Property of 1-(Toluenesulfonyl)-4,5-endo-epoxy-1,2,2a,3,4,5-hexahydrobenzindole

Chemical Property:

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Technology Process of 1-(Toluenesulfonyl)-4,5-endo-epoxy-1,2,2a,3,4,5-hexahydrobenzindole

There total 7 articles about 1-(Toluenesulfonyl)-4,5-endo-epoxy-1,2,2a,3,4,5-hexahydrobenzindole 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: 89.0%

1-(Toluene-4-sulfonyl)-1,2,2a,3-tetrahydro-benzo[cd]indole (124465-58-3) → 1-(Toluenesulfonyl)-4,5-exo-epoxy-1,2,2a,3,4,5-hexahydrobenzindole (124465-61-8,124578-81-0) + 1-(Toluenesulfonyl)-4,5-endo-epoxy-1,2,2a,3,4,5-hexahydrobenzindole (124465-61-8,124578-81-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; Yields of byproduct given; 1.) 0 deg C, 15 min, 2.) r.t., 2 h;

DOI:10.1021/jo00087a042

Reference yield: 89.0%

1-(Toluene-4-sulfonyl)-1,2,2a,3-tetrahydro-benzo[cd]indole (124465-58-3) → 1-(Toluenesulfonyl)-4,5-exo-epoxy-1,2,2a,3,4,5-hexahydrobenzindole (124465-61-8,124578-81-0) + 1-(Toluenesulfonyl)-4,5-endo-epoxy-1,2,2a,3,4,5-hexahydrobenzindole (124465-61-8,124578-81-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; Yields of byproduct given; 1.) 0 deg C, 15 min, 2.) r.t., 2 h;

DOI:10.1021/jo00087a042

Reference yield:

1-benzoyl-1,2,2a,3-tetrahydro-benz[cd]indole (124465-55-0,51867-05-1) → 1-(Toluenesulfonyl)-4,5-endo-epoxy-1,2,2a,3,4,5-hexahydrobenzindole (124465-61-8,124578-81-0)

Guidance literature:

Multi-step reaction with 3 steps

1: n-BuLi / tetrahydrofuran / -78 °C

3: m-CPBA / CHCl₃ / 23 h / -9 °C

With n-butyllithium; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; chloroform;

DOI:10.1016/S0040-4039(00)99288-8

upstream raw materials:

1-(Toluene-4-sulfonyl)-1,2,2a,3-tetrahydro-benzo[cd]indole

1-benzoyl-1,2,2a,3-tetrahydro-benz[cd]indole

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