5-{[(1S,2R)-1-(3-fluorophenyl)-2-(hydroxymethyl)cyclopropyl]methoxy}-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-one

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Chemical Name:5-{[(1S,2R)-1-(3-fluorophenyl)-2-(hydroxymethyl)cyclopropyl]methoxy}-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-one
CAS No.:1369769-14-1
Molecular Formula:C₁₉H₂₃FN₂O₄
Molecular Weight:362.401
Hs Code.:

Synonyms:5-{[(1S,2R)-1-(3-fluorophenyl)-2-(hydroxymethyl)cyclopropyl]methoxy}-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-one

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Chemical Property of 5-{[(1S,2R)-1-(3-fluorophenyl)-2-(hydroxymethyl)cyclopropyl]methoxy}-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-one

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Technology Process of 5-{[(1S,2R)-1-(3-fluorophenyl)-2-(hydroxymethyl)cyclopropyl]methoxy}-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-one

There total 6 articles about 5-{[(1S,2R)-1-(3-fluorophenyl)-2-(hydroxymethyl)cyclopropyl]methoxy}-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-one 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:

: 1369769-13-0
[(1R,2S)-2-(3-fluorophenyl)-2-({[1-(methoxymethyl)-2,4-dimethyl-6-oxo-1,6-dihydropyrimidin-5-yl]oxy}methyl)cyclopropyl]methyl acetate

: 1369769-14-1
5-{[(1S,2R)-1-(3-fluorophenyl)-2-(hydroxymethyl)cyclopropyl]methoxy}-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-one

Guidance literature:: With water; sodium hydroxide; In ethanol; at 10 - 35 ℃; for 0.5h;

Reference yield:

: 6622-92-0
4-hydroxy 2,6-dimethylpyrimidine

: 1369769-14-1
5-{[(1S,2R)-1-(3-fluorophenyl)-2-(hydroxymethyl)cyclopropyl]methoxy}-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-one

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hydroxide; iodine / water / 2 h / 120 °C

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 15 h / -40 - 35 °C

3: caesium carbonate / 1,10-Phenanthroline; copper(l) iodide / toluene / 120 h / 110 °C

4: hydrogen / palladium on activated charcoal / ethyl acetate / 1 h

5: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 35 °C / Cooling with ice

6: sodium hydroxide; water / ethanol / 0.5 h / 10 - 35 °C

With di-isopropyl azodicarboxylate; water; hydrogen; iodine; caesium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; copper(l) iodide; 1,10-Phenanthroline; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; toluene; 5: Mitsunobu reaction;

Reference yield:

: 83410-37-1
5-iodo-2,6-dimethyl-pyrimidin-4-ol

: 1369769-14-1
5-{[(1S,2R)-1-(3-fluorophenyl)-2-(hydroxymethyl)cyclopropyl]methoxy}-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 15 h / -40 - 35 °C

2: caesium carbonate / 1,10-Phenanthroline; copper(l) iodide / toluene / 120 h / 110 °C

3: hydrogen / palladium on activated charcoal / ethyl acetate / 1 h

4: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 35 °C / Cooling with ice

5: sodium hydroxide; water / ethanol / 0.5 h / 10 - 35 °C

With di-isopropyl azodicarboxylate; water; hydrogen; caesium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; copper(l) iodide; 1,10-Phenanthroline; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; toluene; 4: Mitsunobu reaction;