(R)-3-(2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-ylamino)-4,4-dimethylpentanoic acid

Base Information

Chemical Name:(R)-3-(2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-ylamino)-4,4-dimethylpentanoic acid
CAS No.:1422051-72-6
Molecular Formula:C₂₅H₂₅ClFN₅O₄S
Molecular Weight:546.022
Hs Code.:

Synonyms:(R)-3-(2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-ylamino)-4,4-dimethylpentanoic acid

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-3-(2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-ylamino)-4,4-dimethylpentanoic acid

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (R)-3-(2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-ylamino)-4,4-dimethylpentanoic acid

There total 6 articles about (R)-3-(2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-ylamino)-4,4-dimethylpentanoic 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:

: 367278-49-7
(3R)-3-amino-4,4-dimethylpentanoic acid

: 1259012-01-5
5-chloro-3-(5-fluoro-4-methylsulfinyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine

: 1422051-72-6
(R)-3-(2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-ylamino)-4,4-dimethylpentanoic acid

Guidance literature:: With sodium carbonate; In tetrahydrofuran; acetonitrile; at 135 ℃; for 0.5h; Microwave irradiation;

Reference yield:

: 866546-11-4
5-chloro-1-(p-tolylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolo[2,3-b]pyridine

: 1422051-72-6
(R)-3-(2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-ylamino)-4,4-dimethylpentanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / Inert atmosphere; Reflux

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3.5 h / 20 °C

3: sodium carbonate / tetrahydrofuran; acetonitrile / 0.5 h / 135 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; acetonitrile; 1: |Suzuki Coupling;
DOI:10.1021/acsmedchemlett.6b00486

Reference yield:

: 866546-10-3
3-bromo-5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridine

: 1422051-72-6
(R)-3-(2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-ylamino)-4,4-dimethylpentanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / Inert atmosphere; Reflux

2: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / Inert atmosphere; Reflux

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3.5 h / 20 °C

4: sodium carbonate / tetrahydrofuran; acetonitrile / 0.5 h / 135 °C / Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; acetonitrile; 2: |Suzuki Coupling;
DOI:10.1021/acsmedchemlett.6b00486