(R)-((1R,2S,5S)-7-methylene-3-oxobicyclo[3.3.1]nonan-2-yl)(phenyl)methyl-4-bromobenzoate

Base Information

Chemical Name:(R)-((1R,2S,5S)-7-methylene-3-oxobicyclo[3.3.1]nonan-2-yl)(phenyl)methyl-4-bromobenzoate
CAS No.:1146974-75-5
Molecular Formula:C₂₄H₂₃BrO₃
Molecular Weight:439.349
Hs Code.:

Synonyms:(R)-((1R,2S,5S)-7-methylene-3-oxobicyclo[3.3.1]nonan-2-yl)(phenyl)methyl-4-bromobenzoate

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Chemical Property of (R)-((1R,2S,5S)-7-methylene-3-oxobicyclo[3.3.1]nonan-2-yl)(phenyl)methyl-4-bromobenzoate

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Technology Process of (R)-((1R,2S,5S)-7-methylene-3-oxobicyclo[3.3.1]nonan-2-yl)(phenyl)methyl-4-bromobenzoate

There total 3 articles about (R)-((1R,2S,5S)-7-methylene-3-oxobicyclo[3.3.1]nonan-2-yl)(phenyl)methyl-4-bromobenzoate 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: 100.0%

: 586-75-4
4-chlorobenzoyl chloride

: 473828-52-3
(1R,2S,5S)-2-((R)-hydroxy(phenyl)methyl)-7-methylenebicyclo[3.3.1]nonan-3-one

: 1146974-75-5
(R)-((1R,2S,5S)-7-methylene-3-oxobicyclo[3.3.1]nonan-2-yl)(phenyl)methyl-4-bromobenzoate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ja509766f

Reference yield:

: 100-52-7
benzaldehyde

: 1146974-75-5
(R)-((1R,2S,5S)-7-methylene-3-oxobicyclo[3.3.1]nonan-2-yl)(phenyl)methyl-4-bromobenzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: (R,R)-N,N-bis-(1-phenylethyl)amine; n-butyllithium; lithium chloride / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: pyridine; dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere

With pyridine; dmap; n-butyllithium; (R,R)-N,N-bis-(1-phenylethyl)amine; lithium chloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja509766f

Reference yield:

: 3-methylenebicyclo<3.3.1>nonan-7-one

: 1146974-75-5
(R)-((1R,2S,5S)-7-methylene-3-oxobicyclo[3.3.1]nonan-2-yl)(phenyl)methyl-4-bromobenzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: (R,R)-N,N-bis-(1-phenylethyl)amine; n-butyllithium; lithium chloride / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: pyridine; dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere

With pyridine; dmap; n-butyllithium; (R,R)-N,N-bis-(1-phenylethyl)amine; lithium chloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja509766f