methyl 2-(formylmethyl)-8-oxo-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

Base Information

Chemical Name:methyl 2-(formylmethyl)-8-oxo-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate
CAS No.:108713-28-6
Molecular Formula:C₂₅H₂₄N₂O₆S
Molecular Weight:480.541
Hs Code.:

Synonyms:methyl 2-(formylmethyl)-8-oxo-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

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Chemical Property of methyl 2-(formylmethyl)-8-oxo-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

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Technology Process of methyl 2-(formylmethyl)-8-oxo-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

There total 7 articles about methyl 2-(formylmethyl)-8-oxo-6-exo-<1-(phenylsulfonyl)indol-2-yl>-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:

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

: 108713-28-6
methyl 2-(formylmethyl)-8-oxo-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

Guidance literature:: Multi-step reaction with 5 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: 85 percent / trimethylsilyl iodide / CH₂Cl₂ / 4 h / 0 °C

4: 70 percent / 72 h / 25 °C

5: 295 mg / oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h

With sodium tetrahydroborate; oxalyl dichloride; trimethylsilyl iodide; dimethyl sulfoxide; In dichloromethane; 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

: 108713-28-6
methyl 2-(formylmethyl)-8-oxo-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / trimethylsilyl iodide / CH₂Cl₂ / 4 h / 0 °C

2: 70 percent / 72 h / 25 °C

3: 295 mg / oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h

With oxalyl dichloride; trimethylsilyl iodide; dimethyl sulfoxide; In dichloromethane;
DOI:10.1021/jo00390a034

Reference yield:

: 108713-15-1
1-<(benzyloxy)carbonyl>-4-methoxy-1,2-dihydropyridine

: 108713-28-6
methyl 2-(formylmethyl)-8-oxo-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 55 percent / xylene / 72 h / 68 - 70 °C

2: 85 percent / trimethylsilyl iodide / CH₂Cl₂ / 4 h / 0 °C

3: 70 percent / 72 h / 25 °C

4: 295 mg / oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h

With oxalyl dichloride; trimethylsilyl iodide; dimethyl sulfoxide; In dichloromethane; xylene;
DOI:10.1021/jo00390a034