(1R,2R,3R,6S)-4-hydroxy-4,7,7-trimethylbicyclo[4.1.0]hept-3-yl (2S)-2-fluoro-2-[4-(2-methylpropyl)phenyl]propionate

Base Information

Chemical Name:(1R,2R,3R,6S)-4-hydroxy-4,7,7-trimethylbicyclo[4.1.0]hept-3-yl (2S)-2-fluoro-2-[4-(2-methylpropyl)phenyl]propionate
CAS No.:863224-94-6
Molecular Formula:C₂₃H₃₃FO₃
Molecular Weight:376.512
Hs Code.:

Synonyms:(1R,2R,3R,6S)-4-hydroxy-4,7,7-trimethylbicyclo[4.1.0]hept-3-yl (2S)-2-fluoro-2-[4-(2-methylpropyl)phenyl]propionate

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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 (1R,2R,3R,6S)-4-hydroxy-4,7,7-trimethylbicyclo[4.1.0]hept-3-yl (2S)-2-fluoro-2-[4-(2-methylpropyl)phenyl]propionate

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Technology Process of (1R,2R,3R,6S)-4-hydroxy-4,7,7-trimethylbicyclo[4.1.0]hept-3-yl (2S)-2-fluoro-2-[4-(2-methylpropyl)phenyl]propionate

There total 5 articles about (1R,2R,3R,6S)-4-hydroxy-4,7,7-trimethylbicyclo[4.1.0]hept-3-yl (2S)-2-fluoro-2-[4-(2-methylpropyl)phenyl]propionate 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:

: 2-fluoro-2-(4-isobutyl-phenyl)-propionyl chloride

: 22556-08-7
trans-3,4-caranediol

: 863224-93-5
(1R,2R,3R,6S)-4-hydroxy-4,7,7-trimethylbicyclo[4.1.0]hept-3-yl (2R)-2-fluoro-2-[4-(2-methylpropyl)phenyl]propionate

: 863224-94-6
(1R,2R,3R,6S)-4-hydroxy-4,7,7-trimethylbicyclo[4.1.0]hept-3-yl (2S)-2-fluoro-2-[4-(2-methylpropyl)phenyl]propionate

Guidance literature:: With dmap; triethylamine; In tetrahydrofuran; at 20 ℃;
DOI:10.1248/cpb.53.524

Reference yield:

: 61566-34-5
(+/-)-ibuprofen methyl ester

: 863224-94-6
(1R,2R,3R,6S)-4-hydroxy-4,7,7-trimethylbicyclo[4.1.0]hept-3-yl (2S)-2-fluoro-2-[4-(2-methylpropyl)phenyl]propionate

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / lithium diisopropylamide; FClO₃ / tetrahydrofuran; hexane / 1 h / -40 °C

2: 100 percent / aq. KOH / methanol / 20 °C

3: (COCl)2; N,N-dimethylformamide / tetrahydrofuran / 0 - 20 °C

4: N,N-dimethylaminopyridine; Et₃N / tetrahydrofuran / 20 °C

With dmap; potassium hydroxide; oxalyl dichloride; perchloryl fluoride; triethylamine; N,N-dimethyl-formamide; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane;
DOI:10.1248/cpb.53.524

Reference yield:

: 15687-27-1,58560-75-1
ibuprofen

: 863224-94-6
(1R,2R,3R,6S)-4-hydroxy-4,7,7-trimethylbicyclo[4.1.0]hept-3-yl (2S)-2-fluoro-2-[4-(2-methylpropyl)phenyl]propionate

Guidance literature:: Multi-step reaction with 5 steps

1: thionyl chloride / 0 - 20 °C

2: 93 percent / lithium diisopropylamide; FClO₃ / tetrahydrofuran; hexane / 1 h / -40 °C

3: 100 percent / aq. KOH / methanol / 20 °C

4: (COCl)2; N,N-dimethylformamide / tetrahydrofuran / 0 - 20 °C

5: N,N-dimethylaminopyridine; Et₃N / tetrahydrofuran / 20 °C

With dmap; potassium hydroxide; thionyl chloride; oxalyl dichloride; perchloryl fluoride; triethylamine; N,N-dimethyl-formamide; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane;
DOI:10.1248/cpb.53.524