methyl (1R,2R,4S,7R)-2-(benzoyloxy)-7-formylbicyclo[2.2.1]hept-5-ene-2-carboxylate

Base Information

Chemical Name:methyl (1R,2R,4S,7R)-2-(benzoyloxy)-7-formylbicyclo[2.2.1]hept-5-ene-2-carboxylate
CAS No.:1570062-48-4
Molecular Formula:C₁₇H₁₆O₅
Molecular Weight:300.311
Hs Code.:

Synonyms:methyl (1R,2R,4S,7R)-2-(benzoyloxy)-7-formylbicyclo[2.2.1]hept-5-ene-2-carboxylate

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Chemical Property of methyl (1R,2R,4S,7R)-2-(benzoyloxy)-7-formylbicyclo[2.2.1]hept-5-ene-2-carboxylate

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Technology Process of methyl (1R,2R,4S,7R)-2-(benzoyloxy)-7-formylbicyclo[2.2.1]hept-5-ene-2-carboxylate

There total 3 articles about methyl (1R,2R,4S,7R)-2-(benzoyloxy)-7-formylbicyclo[2.2.1]hept-5-ene-2-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: 72.0%

: 1570062-47-3
methyl (1R,2R,4S,7S)-2-(benzoyloxy)-7-formylbicyclo[2.2.1]hept-5-ene-2-carboxylate

: 1570062-48-4
methyl (1R,2R,4S,7R)-2-(benzoyloxy)-7-formylbicyclo[2.2.1]hept-5-ene-2-carboxylate

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; water; at 75 ℃; for 96h; Inert atmosphere;
DOI:10.1021/jo500093k

Reference yield:

: 98-88-4
benzoyl chloride

: 1570062-48-4
methyl (1R,2R,4S,7R)-2-(benzoyloxy)-7-formylbicyclo[2.2.1]hept-5-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: sodium hydrogen sulfate / acetonitrile; water / 20 °C

3.1: hydrogenchloride / 1,4-dioxane; water / 96 h / 75 °C / Inert atmosphere

With hydrogenchloride; sodium hydrogen sulfate; sodium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; hexane; water; acetonitrile;
DOI:10.1021/jo500093k

Reference yield:

: 1570062-45-1
methyl (1R,2S,4S,7S)-7-(dimethoxymethyl)bicyclo[2.2.1]hept-5-ene-2-carboxylate

: 1570062-48-4
methyl (1R,2R,4S,7R)-2-(benzoyloxy)-7-formylbicyclo[2.2.1]hept-5-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: sodium hydrogen sulfate / acetonitrile; water / 20 °C

3.1: hydrogenchloride / 1,4-dioxane; water / 96 h / 75 °C / Inert atmosphere

With hydrogenchloride; sodium hydrogen sulfate; sodium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; hexane; water; acetonitrile;
DOI:10.1021/jo500093k