(3aR,7aS)-3a-(2-Nitro-phenyl)-1-(4-trimethylsilanyl-but-2-ynyl)-1,2,3,3a,7,7a-hexahydro-indol-4-one

Base Information

Chemical Name:(3aR,7aS)-3a-(2-Nitro-phenyl)-1-(4-trimethylsilanyl-but-2-ynyl)-1,2,3,3a,7,7a-hexahydro-indol-4-one
CAS No.:192431-40-6
Molecular Formula:C₂₁H₂₆N₂O₃Si
Molecular Weight:382.535
Hs Code.:

Synonyms:(3aR,7aS)-3a-(2-Nitro-phenyl)-1-(4-trimethylsilanyl-but-2-ynyl)-1,2,3,3a,7,7a-hexahydro-indol-4-one

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Chemical Property of (3aR,7aS)-3a-(2-Nitro-phenyl)-1-(4-trimethylsilanyl-but-2-ynyl)-1,2,3,3a,7,7a-hexahydro-indol-4-one

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Technology Process of (3aR,7aS)-3a-(2-Nitro-phenyl)-1-(4-trimethylsilanyl-but-2-ynyl)-1,2,3,3a,7,7a-hexahydro-indol-4-one

There total 7 articles about (3aR,7aS)-3a-(2-Nitro-phenyl)-1-(4-trimethylsilanyl-but-2-ynyl)-1,2,3,3a,7,7a-hexahydro-indol-4-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:

: 138040-07-0
2-Allyl-2-(2-nitrophenyl)-1,3-cyclohexanedione

: 192431-40-6
(3aR,7aS)-3a-(2-Nitro-phenyl)-1-(4-trimethylsilanyl-but-2-ynyl)-1,2,3,3a,7,7a-hexahydro-indol-4-one

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) O₃, 2.) NaBH₃CN / 1.) CH₂Cl₂, -78 deg C, 3 h, 2.) i-PrOH, 48 h

2: 72 percent / 48 h / 135 °C

3: HMDS / pentane; CH₂Cl₂ / 6 h / -20 °C

4: Ph₂Se₂ / tetrahydrofuran / 3 h / -35 - 20 °C

5: 1.) O₃, i-Pr₂NEt / 1.) -78 deg C, CH₂Cl₂, 2.) room temperature, 15 min

6: methanol / 3 h / Heating

7: K₂CO₃ / butan-2-one / 5 h / Heating

With diphenyl diselenide; sodium cyanoborohydride; potassium carbonate; ozone; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; methanol; dichloromethane; butanone; pentane;
DOI:10.1021/ja970347a

Reference yield:

: 192431-42-8
(3aR,7aS)-3a-(2-Nitro-phenyl)-4-oxo-octahydro-indole-1-carboxylic acid 1-chloro-ethyl ester

: 192431-40-6
(3aR,7aS)-3a-(2-Nitro-phenyl)-1-(4-trimethylsilanyl-but-2-ynyl)-1,2,3,3a,7,7a-hexahydro-indol-4-one

Guidance literature:: Multi-step reaction with 5 steps

1: HMDS / pentane; CH₂Cl₂ / 6 h / -20 °C

2: Ph₂Se₂ / tetrahydrofuran / 3 h / -35 - 20 °C

3: 1.) O₃, i-Pr₂NEt / 1.) -78 deg C, CH₂Cl₂, 2.) room temperature, 15 min

4: methanol / 3 h / Heating

5: K₂CO₃ / butan-2-one / 5 h / Heating

With diphenyl diselenide; potassium carbonate; ozone; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; methanol; dichloromethane; butanone; pentane;
DOI:10.1021/ja970347a

Reference yield:

: 222162-04-1
(3aR,7aS)-3a-(2-Nitro-phenyl)-4-oxo-5-phenylselanyl-octahydro-indole-1-carboxylic acid 1-chloro-ethyl ester

: 192431-40-6
(3aR,7aS)-3a-(2-Nitro-phenyl)-1-(4-trimethylsilanyl-but-2-ynyl)-1,2,3,3a,7,7a-hexahydro-indol-4-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) O₃, i-Pr₂NEt / 1.) -78 deg C, CH₂Cl₂, 2.) room temperature, 15 min

2: methanol / 3 h / Heating

3: K₂CO₃ / butan-2-one / 5 h / Heating

With potassium carbonate; ozone; N-ethyl-N,N-diisopropylamine; In methanol; butanone;
DOI:10.1021/ja970347a