(5aS,8R,8aS)-5a,7,8-trimethyl-4-phenyl-2,5a,8,8a-tetrahydro-1H-cyclopenta[4,5]furo[3,2-c]pyridin-1-one

Base Information

Chemical Name:(5aS,8R,8aS)-5a,7,8-trimethyl-4-phenyl-2,5a,8,8a-tetrahydro-1H-cyclopenta[4,5]furo[3,2-c]pyridin-1-one
CAS No.:864448-19-1
Molecular Formula:C₁₉H₁₉NO₂
Molecular Weight:293.365
Hs Code.:

Synonyms:(5aS,8R,8aS)-5a,7,8-trimethyl-4-phenyl-2,5a,8,8a-tetrahydro-1H-cyclopenta[4,5]furo[3,2-c]pyridin-1-one

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Chemical Property of (5aS,8R,8aS)-5a,7,8-trimethyl-4-phenyl-2,5a,8,8a-tetrahydro-1H-cyclopenta[4,5]furo[3,2-c]pyridin-1-one

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Technology Process of (5aS,8R,8aS)-5a,7,8-trimethyl-4-phenyl-2,5a,8,8a-tetrahydro-1H-cyclopenta[4,5]furo[3,2-c]pyridin-1-one

There total 19 articles about (5aS,8R,8aS)-5a,7,8-trimethyl-4-phenyl-2,5a,8,8a-tetrahydro-1H-cyclopenta[4,5]furo[3,2-c]pyridin-1-one 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: 64.0%

: 1268265-28-6
(5aS,8R,8aS)-7-(1,3-dithiolan-2-yl)-5a,8-dimethyl-4-phenyl-2,5a,8,8a-tetrahydro-1H-cyclopenta[4,5]furo[3,2-c]pyridin-1-one

: 864448-19-1
(5aS,8R,8aS)-5a,7,8-trimethyl-4-phenyl-2,5a,8,8a-tetrahydro-1H-cyclopenta[4,5]furo[3,2-c]pyridin-1-one

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; for 24h; Inert atmosphere;
DOI:10.1021/ol200022a

Reference yield:

: 1268265-24-2
(5aR,6R,7R,8R,8aS)-7-(((tert-butyldiphenylsilyl)oxy)methyl)-6-iodo-5a,8-dimethyl-4-phenyl-2,5a,6,7,8,8a-hexahydro-1H-cyclopenta[4,5]furo[3,2-c]pyridin-1-one

: 864448-19-1
(5aS,8R,8aS)-5a,7,8-trimethyl-4-phenyl-2,5a,8,8a-tetrahydro-1H-cyclopenta[4,5]furo[3,2-c]pyridin-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

2: pyridine; Dess-Martin periodane / dichloromethane; dimethyl sulfoxide / 20 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 20 °C

4: 1,2-ethanedithiobis(trimethylsilane); zinc(II) iodide / dichloromethane; diethyl ether

With pyridine; 1,2-ethanedithiobis(trimethylsilane); tetrabutyl ammonium fluoride; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) iodide; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1038/ja.2014.14

Reference yield:

: 1268265-26-4
(5aR,6R,7R,8R,8aS)-7-(hydroxymethyl)-6-iodo-5a,8-dimethyl-4-phenyl-2,5a,6,7,8,8a-hexahydro-1H-cyclopenta[4,5]furo[3,2-c]pyridin-1-one

: 864448-19-1
(5aS,8R,8aS)-5a,7,8-trimethyl-4-phenyl-2,5a,8,8a-tetrahydro-1H-cyclopenta[4,5]furo[3,2-c]pyridin-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine; Dess-Martin periodane / dichloromethane; dimethyl sulfoxide / 20 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 20 °C

3: 1,2-ethanedithiobis(trimethylsilane); zinc(II) iodide / dichloromethane; diethyl ether

With pyridine; 1,2-ethanedithiobis(trimethylsilane); Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) iodide; In diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1038/ja.2014.14