2-{4-[2-cyclopentyl-1(S)-(1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-phenyl}-propan-2-ol

Base Information

Chemical Name:2-{4-[2-cyclopentyl-1(S)-(1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-phenyl}-propan-2-ol
CAS No.:1312021-19-4
Molecular Formula:C₂₃H₂₈N₂O
Molecular Weight:348.488
Hs Code.:

Synonyms:2-{4-[2-cyclopentyl-1(S)-(1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-phenyl}-propan-2-ol

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Chemical Property of 2-{4-[2-cyclopentyl-1(S)-(1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-phenyl}-propan-2-ol

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Technology Process of 2-{4-[2-cyclopentyl-1(S)-(1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-phenyl}-propan-2-ol

There total 7 articles about 2-{4-[2-cyclopentyl-1(S)-(1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-phenyl}-propan-2-ol 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:

: 1312017-13-2
2-{4-[2-cyclopentyl-1-(1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-phenyl}-propan-2-ol

: 1312017-14-3
2-{4-[2-cyclopentyl-1(R)-(1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-phenyl}-propan-2-ol

: 1312021-19-4
2-{4-[2-cyclopentyl-1(S)-(1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-phenyl}-propan-2-ol

Guidance literature:: With Daicel IA-H; In hexanes; ethanol; at 25 ℃; Resolution of racemate;

Reference yield:

: 143141-23-5
1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine

: 1312017-14-3
2-{4-[2-cyclopentyl-1(R)-(1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-phenyl}-propan-2-ol

: 1312021-19-4
2-{4-[2-cyclopentyl-1(S)-(1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-phenyl}-propan-2-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.08 h / -78 °C

1.2: 1 h / -78 °C

2.1: Dess-Martin periodane / dichloromethane / 1 h / 25 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

3.2: 1.5 h / -78 °C

4.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 2 h / 100 °C / Microwave irradiation

5.1: sodium hydroxide; water / ethanol; tetrahydrofuran / 48 h / Reflux

6.1: tetrahydrofuran / 1 h / 0 °C

7.1: sodium hydroxide; water / ethanol; tetrahydrofuran / 16 h / 50 °C

8.1: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 50 °C / 2585.81 Torr

9.1: Daicel IA-H / ethanol; hexanes / 25 °C / Resolution of racemate

With n-butyllithium; water; hydrogen; sodium carbonate; Dess-Martin periodane; sodium hydroxide; lithium hexamethyldisilazane; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; hexanes; ethanol; hexane; dichloromethane; water;

Reference yield:

: 1312019-59-2
2-{4-[1-(1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-cyclopentyl-vinyl]-phenyl}-propan-2-ol

: 1312017-14-3
2-{4-[2-cyclopentyl-1(R)-(1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-phenyl}-propan-2-ol

: 1312021-19-4
2-{4-[2-cyclopentyl-1(S)-(1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-phenyl}-propan-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide; water / ethanol; tetrahydrofuran / 16 h / 50 °C

2: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 50 °C / 2585.81 Torr

3: Daicel IA-H / ethanol; hexanes / 25 °C / Resolution of racemate

With water; hydrogen; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; hexanes; ethanol;