(3R,4S)-2-benzyl-4-[(1R)-2-exo-hydroxy-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbonyl]-3-phenylisoxazolidine

Base Information

Chemical Name:(3R,4S)-2-benzyl-4-[(1R)-2-exo-hydroxy-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbonyl]-3-phenylisoxazolidine
CAS No.:870724-91-7
Molecular Formula:C₂₇H₃₃NO₃
Molecular Weight:419.564
Hs Code.:

Synonyms:(3R,4S)-2-benzyl-4-[(1R)-2-exo-hydroxy-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbonyl]-3-phenylisoxazolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4S)-2-benzyl-4-[(1R)-2-exo-hydroxy-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbonyl]-3-phenylisoxazolidine

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Technology Process of (3R,4S)-2-benzyl-4-[(1R)-2-exo-hydroxy-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbonyl]-3-phenylisoxazolidine

There total 4 articles about (3R,4S)-2-benzyl-4-[(1R)-2-exo-hydroxy-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbonyl]-3-phenylisoxazolidine 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%

: 3376-26-9
N-Benzylidenebenzylamine N-oxide

: 465500-02-1
(1R)-2-endo-propenoyl-1,7,7-trimethylbicyclo[2.2.1]-heptan-2-ol

: 870724-91-7
(3R,4S)-2-benzyl-4-[(1R)-2-exo-hydroxy-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbonyl]-3-phenylisoxazolidine

Guidance literature:: With copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at 20 ℃; for 4h;
DOI:10.1002/anie.200502308

Reference yield:

: 3376-26-9
N-Benzylidenebenzylamine N-oxide

: 465500-02-1
(1R)-2-endo-propenoyl-1,7,7-trimethylbicyclo[2.2.1]-heptan-2-ol

: (2-Benzyl-3-phenyl-isoxazolidin-5-yl)-((1R,2R,4R)-2-hydroxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-methanone

: 870724-91-7
(3R,4S)-2-benzyl-4-[(1R)-2-exo-hydroxy-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbonyl]-3-phenylisoxazolidine

Guidance literature:: With magnesium triflate; In dichloromethane; at 20 ℃; for 72h;
DOI:10.1002/anie.200502308

Reference yield:

: 464-49-3,68546-28-1
(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

: 870724-91-7
(3R,4S)-2-benzyl-4-[(1R)-2-exo-hydroxy-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbonyl]-3-phenylisoxazolidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: nBuLi; TMDA / tetrahydrofuran; hexane / 0.5 h / -30 °C

1.2: 75 percent / tetrahydrofuran; hexane / 2 h / -30 °C

2.1: 3.12 g / HCl / H₂O; CH₂Cl₂

3.1: Mg(OTf)2 / CH₂Cl₂ / 72 h / 20 °C

With hydrogenchloride; n-butyllithium; magnesium triflate; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1002/anie.200502308