methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-(prop-2-yn-1-yl)-8-azabicyclo[3.2.1]octane-2-carboxylate

Base Information

Chemical Name:methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-(prop-2-yn-1-yl)-8-azabicyclo[3.2.1]octane-2-carboxylate
CAS No.:275355-66-3
Molecular Formula:C₁₉H₂₁NO₄
Molecular Weight:327.38
Hs Code.:

Synonyms:methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-(prop-2-yn-1-yl)-8-azabicyclo[3.2.1]octane-2-carboxylate

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Chemical Property of methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-(prop-2-yn-1-yl)-8-azabicyclo[3.2.1]octane-2-carboxylate

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Technology Process of methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-(prop-2-yn-1-yl)-8-azabicyclo[3.2.1]octane-2-carboxylate

There total 3 articles about methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-(prop-2-yn-1-yl)-8-azabicyclo[3.2.1]octane-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: 88.0%

: 18717-72-1
(-)-norcocaine

: 106-96-7
propargyl bromide

: 275355-66-3
methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-(prop-2-yn-1-yl)-8-azabicyclo[3.2.1]octane-2-carboxylate

Guidance literature:: With potassium carbonate; In acetonitrile; for 24h; Heating;
DOI:10.1021/jm020596w

Reference yield:

: 50-36-2
Cocaine

: 275355-66-3
methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-(prop-2-yn-1-yl)-8-azabicyclo[3.2.1]octane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: CH₃CH(Cl)OCOCl / 1,2-dichloro-ethane / 7 h / Heating

1.2: methanol / 8 h / Heating

2.1: 88 percent / K₂CO₃ / acetonitrile / 24 h / Heating

With carbonochloridic acid 1-chloro-ethyl ester; potassium carbonate; In 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/jm020596w

Reference yield:

: 53-21-4
(-)-cocaine hydrochloride

: 275355-66-3
methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-(prop-2-yn-1-yl)-8-azabicyclo[3.2.1]octane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / dichloromethane; water / 1 h / 20 °C

1.2: 7 h / Reflux

1.3: 8 h / Reflux

2.1: potassium carbonate / acetonitrile / 24 h / Reflux

With sodium hydrogencarbonate; potassium carbonate; In dichloromethane; water; acetonitrile;