1-({2-[(1S,2S)-2-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridin-2-yl)piperidine-4-carbonitrile

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Chemical Name:1-({2-[(1S,2S)-2-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridin-2-yl)piperidine-4-carbonitrile
CAS No.:1414367-74-0
Molecular Formula:C₃₇H₄₈N₄O₂Si
Molecular Weight:608.899
Hs Code.:

1-({2-[(1S,2S)-2-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridin-2-yl)piperidine-4-carbonitrile

Synonyms:1-({2-[(1S,2S)-2-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridin-2-yl)piperidine-4-carbonitrile

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Chemical Property of 1-({2-[(1S,2S)-2-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridin-2-yl)piperidine-4-carbonitrile

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Technology Process of 1-({2-[(1S,2S)-2-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridin-2-yl)piperidine-4-carbonitrile

There total 10 articles about 1-({2-[(1S,2S)-2-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridin-2-yl)piperidine-4-carbonitrile 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: 83.0%

: 1414367-81-9
C₂₆H₃₅NO₃Si

: 767263-33-2
4-(pyridine-2-yl)piperidine-4-carbonitrile

: 1414367-74-0
1-({2-[(1S,2S)-2-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridin-2-yl)piperidine-4-carbonitrile

Guidance literature:: With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; for 15h;
DOI:10.1021/ml500055h

Reference yield:

: 1354035-50-9
5-bromo-2-[(1S, 2S)-2-hydroxycyclohexyl]-1,2-dihydro-3H-benzo[e]isoindol-3-one

: 1414367-74-0
1-({2-[(1S,2S)-2-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridin-2-yl)piperidine-4-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 15 h / 0 - 20 °C

2.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

2.2: 1 h / -78 °C

3.1: potassium phosphate; tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane; water / 0.5 h / 140 °C / Inert atmosphere; Microwave irradiation

4.1: ozone / dichloromethane / 0.08 h / -78 °C

4.2: resin-bound triphenylphosphine / Inert atmosphere

5.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 15 h

With 2,6-dimethylpyridine; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; sodium tris(acetoxy)borohydride; ozone; diisopropylamine; tricyclohexylphosphine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 1,2-dichloro-ethane; 3.1: |Suzuki Coupling;
DOI:10.1021/ml500055h

Reference yield:

: 1-(((trifluoromethyl)sulfonyl)oxy)-2-naphthoic acid methyl ester

: 1414367-74-0
1-({2-[(1S,2S)-2-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridin-2-yl)piperidine-4-carbonitrile

Guidance literature:: Multi-step reaction with 9 steps

1.1: lithium chloride; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere

2.1: bromine; acetic acid / 19 h / 20 - 90 °C / Inert atmosphere

3.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 1 h / 90 °C / Inert atmosphere

4.1: tetrahydrofuran / 15 h

5.1: 2,6-dimethylpyridine / dichloromethane / 15 h / 0 - 20 °C

6.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

6.2: 1 h / -78 °C

7.1: potassium phosphate; tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane; water / 0.5 h / 140 °C / Inert atmosphere; Microwave irradiation

8.1: ozone / dichloromethane / 0.08 h / -78 °C

8.2: resin-bound triphenylphosphine / Inert atmosphere

9.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 15 h

With 2,6-dimethylpyridine; bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; n-butyllithium; bromine; sodium tris(acetoxy)borohydride; ozone; acetic acid; diisopropylamine; lithium chloride; tricyclohexylphosphine; dibenzoyl peroxide; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1.1: |Stille Cross Coupling / 7.1: |Suzuki Coupling;
DOI:10.1021/ml500055h