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

Base Information

Chemical Name:methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8-oxo-2-azabicyclo<2.2.2>octane-6-endo-carboxylate
CAS No.:108713-22-0
Molecular Formula:C₂₅H₂₄N₂O₅
Molecular Weight:432.476
Hs Code.:

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

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

There total 5 articles about methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8-oxo-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: 82.0%

: 108713-21-9
methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8-methoxy-2-azabicyclo<2.2.2>oct-7-ene-6-endo-carboxylate

: 108713-44-6
methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8,8-dimethoxy-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

: 108713-22-0
methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8-oxo-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

Guidance literature:: With sulfuric acid; In methanol; water; for 6h; Ambient temperature;
DOI:10.1021/jo00390a034

Reference yield:

: 620-08-6,1232006-56-2
4-methoxypyridine

: 108713-22-0
methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8-oxo-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) sodium borohydride / 1.) methanol, -78 deg C, 15 min, 2.) methanol, -78 deg C, 15 min

2: 55 percent / xylene / 72 h / 68 - 70 °C

3: 95 percent / disodium hydrogen phosphate, 6percent sodium amalgam / methanol / 6 h

4: 82 percent / H₂SO₄ / methanol; H₂O / 6 h / Ambient temperature

With sodium tetrahydroborate; disodium hydrogenphosphate; sodium amalgam; sulfuric acid; In methanol; water; xylene;
DOI:10.1021/jo00390a034

Reference yield:

: 108713-16-2
methyl 2-<(benzyloxy)carbonyl>-6-exo-<1-(phenylsulfonyl)indol-2-yl>-8-methoxy-2-azabicyclo<2.2.2>oct-7-ene-6-endo-carboxylate

: 108713-22-0
methyl 2-<(benzyloxy)carbonyl>-6-exo-indol-2-yl-8-oxo-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / disodium hydrogen phosphate, 6percent sodium amalgam / methanol / 6 h

2: 82 percent / H₂SO₄ / methanol; H₂O / 6 h / Ambient temperature

With disodium hydrogenphosphate; sodium amalgam; sulfuric acid; In methanol; water;
DOI:10.1021/jo00390a034