(S)-2-(tert-butoxy)-2-(7-(4,4-dimethylpiperidin-1-yl)-5-methyl-2-(4-phenylpyridin-2-yl)pyrazolo[1,5-a]pyrimidin-6-yl)acetic acid

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Chemical Name:(S)-2-(tert-butoxy)-2-(7-(4,4-dimethylpiperidin-1-yl)-5-methyl-2-(4-phenylpyridin-2-yl)pyrazolo[1,5-a]pyrimidin-6-yl)acetic acid
CAS No.:1451006-92-0
Molecular Formula:C₃₁H₃₇N₅O₃
Molecular Weight:527.666
Hs Code.:

Synonyms:(S)-2-(tert-butoxy)-2-(7-(4,4-dimethylpiperidin-1-yl)-5-methyl-2-(4-phenylpyridin-2-yl)pyrazolo[1,5-a]pyrimidin-6-yl)acetic acid

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Chemical Property of (S)-2-(tert-butoxy)-2-(7-(4,4-dimethylpiperidin-1-yl)-5-methyl-2-(4-phenylpyridin-2-yl)pyrazolo[1,5-a]pyrimidin-6-yl)acetic acid

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Technology Process of (S)-2-(tert-butoxy)-2-(7-(4,4-dimethylpiperidin-1-yl)-5-methyl-2-(4-phenylpyridin-2-yl)pyrazolo[1,5-a]pyrimidin-6-yl)acetic acid

There total 7 articles about (S)-2-(tert-butoxy)-2-(7-(4,4-dimethylpiperidin-1-yl)-5-methyl-2-(4-phenylpyridin-2-yl)pyrazolo[1,5-a]pyrimidin-6-yl)acetic acid 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: 6.0%

: 54151-74-5
2-bromo-4-phenylpyridine

: 1451007-58-1
(S)-methyl 2-(2-bromo-7-(4,4-dimethylpiperidin-1-yl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate

: 1451006-92-0
(S)-2-(tert-butoxy)-2-(7-(4,4-dimethylpiperidin-1-yl)-5-methyl-2-(4-phenylpyridin-2-yl)pyrazolo[1,5-a]pyrimidin-6-yl)acetic acid

Guidance literature:: 2-bromo-4-phenylpyridine; (S)-methyl 2-(2-bromo-7-(4,4-dimethylpiperidin-1-yl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(tri-n-butyltin); In 1,4-dioxane; at 85 ℃; for 72h;

With lithium hydroxide monohydrate; In methanol; water; at 60 ℃; for 2h;

Reference yield:

: 1451007-55-8
methyl 2-(2-bromo-7-(4,4-dimethylpiperidin-1-yl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-hydroxyacetate

: 1451006-92-0
(S)-2-(tert-butoxy)-2-(7-(4,4-dimethylpiperidin-1-yl)-5-methyl-2-(4-phenylpyridin-2-yl)pyrazolo[1,5-a]pyrimidin-6-yl)acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: Dess-Martin periodane / dichloromethane / 0.5 h

2.1: (R)-1-methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,2,3]oxazaborole; benzo[1,3,2]dioxaborole / toluene / 4 h / -25 - -15 °C

3.1: perchloric acid / dichloromethane / 3 h

4.1: bis(tri-n-butyltin); tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 72 h / 85 °C

4.2: 2 h / 60 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; perchloric acid; (R)-1-methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,2,3]oxazaborole; bis(tri-n-butyltin); Dess-Martin periodane; benzo[1,3,2]dioxaborole; In 1,4-dioxane; dichloromethane; toluene;

Reference yield:

: methyl 2-(2-bromo-5-methyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)acetate

: 1451006-92-0
(S)-2-(tert-butoxy)-2-(7-(4,4-dimethylpiperidin-1-yl)-5-methyl-2-(4-phenylpyridin-2-yl)pyrazolo[1,5-a]pyrimidin-6-yl)acetic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: trichlorophosphate / 1 h / Reflux

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 60 °C

3.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / -78 °C

3.2: 0.5 h / -78 °C

4.1: Dess-Martin periodane / dichloromethane / 0.5 h

5.1: (R)-1-methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,2,3]oxazaborole; benzo[1,3,2]dioxaborole / toluene / 4 h / -25 - -15 °C

6.1: perchloric acid / dichloromethane / 3 h

7.1: bis(tri-n-butyltin); tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 72 h / 85 °C

7.2: 2 h / 60 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; perchloric acid; (R)-1-methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,2,3]oxazaborole; bis(tri-n-butyltin); potassium hexamethylsilazane; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; trichlorophosphate; benzo[1,3,2]dioxaborole; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene;