Methyl 2-(Benzyloxycarbonyl)-7,8-exo,exo-dihydroxy-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

Base Information

Chemical Name:Methyl 2-(Benzyloxycarbonyl)-7,8-exo,exo-dihydroxy-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate
CAS No.:133372-41-5
Molecular Formula:C₃₁H₃₀N₂O₈S
Molecular Weight:590.654
Hs Code.:

Synonyms:Methyl 2-(Benzyloxycarbonyl)-7,8-exo,exo-dihydroxy-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-(Benzyloxycarbonyl)-7,8-exo,exo-dihydroxy-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-(Benzyloxycarbonyl)-7,8-exo,exo-dihydroxy-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

There total 1 articles about Methyl 2-(Benzyloxycarbonyl)-7,8-exo,exo-dihydroxy-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: 86.0%

: 79328-88-4
methyl 2-(benzyloxycarbonyl)-7-exo-(1-phenylsulfonylindol-2-yl)-2-azabicyclo[2.2.2]oct-5-ene-7-endo-carboxylate

: 133372-41-5
Methyl 2-(Benzyloxycarbonyl)-7,8-exo,exo-dihydroxy-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

Guidance literature:: With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; In tetrahydrofuran; for 12h;
DOI:10.1021/jo00311a022

Reference yield: 87.0%

: 133372-41-5
Methyl 2-(Benzyloxycarbonyl)-7,8-exo,exo-dihydroxy-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

: 77-76-9
2,2-dimethoxy-propane

: 133372-42-6
Isopropylidene Derivative of Methyl 2-(Benzyloxycarbonyl)-7,8-exo,exo-dihydroxy-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; for 0.5h;
DOI:10.1021/jo00311a022

Reference yield:

: 133372-41-5
Methyl 2-(Benzyloxycarbonyl)-7,8-exo,exo-dihydroxy-6-exo-<1-(phenylsulfonyl)indol-2-yl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

: 133399-33-4
Isopropylidene Derivative of Methyl 7,8-exo,exo-Dihydroxy-6-exo-(3-iodoindol-2-yl)-2-<2-(phenylsulfonyl)prop-2-enyl>-2-azabicyclo<2.2.2>octane-6-endo-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / p-toluenesulfonic acid / CH₂Cl₂ / 0.5 h

2: 85 percent / cyclohexadiene, TFA / Pd / C / methanol / 12 h

3: 79 percent / Na₂HPO₄, 5percent Na-Hg-amalgam / methanol / Ambient temperature

4: 85 percent / Na₂CO₃ / CH₂Cl₂ / 0.5 h / Ambient temperature

5: 81 percent / N-iodosuccinimide / acetone / 0.25 h / Ambient temperature

With disodium hydrogenphosphate; N-iodo-succinimide; sodium amalgam; sodium carbonate; toluene-4-sulfonic acid; cyclohexa-1,3-diene; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; acetone;
DOI:10.1021/jo00311a022