3-((1R,3S)-3-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-1-hydroxycyclohexyl)propane-1,2-diol

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Chemical Name:3-((1R,3S)-3-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-1-hydroxycyclohexyl)propane-1,2-diol
CAS No.:1259366-54-5
Molecular Formula:C₂₀H₂₃ClFN₅O₃
Molecular Weight:435.886
Hs Code.:

Synonyms:3-((1R,3S)-3-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-1-hydroxycyclohexyl)propane-1,2-diol

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Chemical Property of 3-((1R,3S)-3-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-1-hydroxycyclohexyl)propane-1,2-diol

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Technology Process of 3-((1R,3S)-3-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-1-hydroxycyclohexyl)propane-1,2-diol

There total 6 articles about 3-((1R,3S)-3-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-1-hydroxycyclohexyl)propane-1,2-diol 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:

: 1259366-53-4
3-((1R,3S)-3-(2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-1-hydroxycyclohexyl)propane-1,2-diol

: 1259366-54-5
3-((1R,3S)-3-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-1-hydroxycyclohexyl)propane-1,2-diol

Guidance literature:: With sodium methylate; In methanol;

Reference yield:

: 1259278-70-0
(3S)-3-[(2-chloro-5-fluoro-pyrimidin-4-yl)amino]cyclohexanol

: 1259366-54-5
3-((1R,3S)-3-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-1-hydroxycyclohexyl)propane-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: Dess-Martin periodane / dichloromethane / 20 h / 20 °C

2.1: zinc / N,N-dimethyl-formamide / 72 h / 20 °C

3.1: sodium carbonate / water; acetonitrile / 0.25 h / Inert atmosphere

3.2: 0.33 h / 120 °C / Inert atmosphere; Microwave irradiation

4.1: pyridine; osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; water; tert-butyl alcohol / 20 h / 80 °C

5.1: sodium methylate / methanol / 0.33 h / 20 °C

With pyridine; osmium(VIII) oxide; sodium methylate; sodium carbonate; Dess-Martin periodane; 4-methylmorpholine N-oxide; zinc; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;

Reference yield:

: 1259278-72-2
(S)-3-(2-chloro-5-fluoropyrimidin-4-ylamino)cyclohexanone

: 1259366-54-5
3-((1R,3S)-3-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-1-hydroxycyclohexyl)propane-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: zinc / N,N-dimethyl-formamide / 72 h / 20 °C

2.1: sodium carbonate / water; acetonitrile / 0.25 h / Inert atmosphere

2.2: 0.33 h / 120 °C / Inert atmosphere; Microwave irradiation

3.1: pyridine; osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; water; tert-butyl alcohol / 20 h / 80 °C

4.1: sodium methylate / methanol / 0.33 h / 20 °C

With pyridine; osmium(VIII) oxide; sodium methylate; sodium carbonate; 4-methylmorpholine N-oxide; zinc; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;