methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8,8-dimethoxy-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

Base Information

• Chemical Name: methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8,8-dimethoxy-2-azabicyclo<2.2.2>octane-6-endo-carboxylate
• CAS No.: 108713-44-6
• Molecular Formula: C₂₇H₃₀N₂O₆
• Molecular Weight: 478.545

Synonyms:methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8,8-dimethoxy-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

Chemical Property of methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8,8-dimethoxy-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

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Technology Process of methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8,8-dimethoxy-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

There total 7 articles about methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8,8-dimethoxy-2-azabicyclo<2.2.2>octane-6-endo-carboxylate 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: 86.0%

Methyl 2-(Benzyloxycarbonyl)-8,8-dimethoxy-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate (133372-11-9) → methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8,8-dimethoxy-2-azabicyclo<2.2.2>octane-6-endo-carboxylate (108713-44-6)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In methanol; Ambient temperature;

DOI:10.1021/jo00311a022

Reference yield: 82.0%

methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8-methoxy-2-azabicyclo<2.2.2>oct-7-ene-6-endo-carboxylate (108713-21-9) → methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8,8-dimethoxy-2-azabicyclo<2.2.2>octane-6-endo-carboxylate (108713-44-6) + methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8-oxo-2-azabicyclo<2.2.2>octane-6-endo-carboxylate (108713-22-0)

Guidance literature:

With sulfuric acid; In methanol; water; for 6h; Ambient temperature;

DOI:10.1021/jo00390a034

Reference yield: 60.0%

methanol (67-56-1) + methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8-methoxy-2-azabicyclo<2.2.2>oct-7-ene-6-endo-carboxylate (108713-21-9) → methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8,8-dimethoxy-2-azabicyclo<2.2.2>octane-6-endo-carboxylate (108713-44-6)

Guidance literature:

With sulfuric acid; for 1.5h;

DOI:10.1021/jo00390a034

upstream raw materials:

methanol

methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8-methoxy-2-azabicyclo<2.2.2>oct-7-ene-6-endo-carboxylate

Methyl 2-(Benzyloxycarbonyl)-8,8-dimethoxy-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

4-methoxypyridine

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