(S)-methyl 2-(2-(3-bromophenyl)-7-iodo-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-hydroxyacetate

Base Information

Chemical Name:(S)-methyl 2-(2-(3-bromophenyl)-7-iodo-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-hydroxyacetate
CAS No.:1567213-50-6
Molecular Formula:C₁₆H₁₃BrIN₃O₃
Molecular Weight:502.106
Hs Code.:

Synonyms:(S)-methyl 2-(2-(3-bromophenyl)-7-iodo-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-hydroxyacetate

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Chemical Property of (S)-methyl 2-(2-(3-bromophenyl)-7-iodo-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-hydroxyacetate

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Technology Process of (S)-methyl 2-(2-(3-bromophenyl)-7-iodo-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-hydroxyacetate

There total 8 articles about (S)-methyl 2-(2-(3-bromophenyl)-7-iodo-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-hydroxyacetate 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: 58.6%

: 1567213-47-1
methyl 2-(2-(3-bromophenyl)-7-iodo-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-oxoacetate

: 1567213-50-6
(S)-methyl 2-(2-(3-bromophenyl)-7-iodo-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-hydroxyacetate

Guidance literature:: With (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In toluene; at -35 - -15 ℃; for 2.58h;

Reference yield:

: 1567213-38-0
methyl 2-(2-(3-bromophenyl)-7-chloro-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetate

: 1567213-50-6
(S)-methyl 2-(2-(3-bromophenyl)-7-iodo-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-hydroxyacetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium iodide / acetonitrile / 5 h / 80 °C

2.1: potassium hexamethylsilazane / tetrahydrofuran / 0.58 h / -78 °C

2.2: 0.5 h / -78 °C

3.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C

4.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole / toluene / 2.58 h / -35 - -15 °C

With potassium hexamethylsilazane; Dess-Martin periodane; sodium iodide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; 2.1: |Davis' Oxaziridine Oxidations / 2.2: |Davis' Oxaziridine Oxidations / 3.1: |Dess-Martin Oxidation;

Reference yield:

: 1567213-35-7
methyl 2-(2-(3-bromophenyl)-7-hydroxy-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetate

: 1567213-50-6
(S)-methyl 2-(2-(3-bromophenyl)-7-iodo-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-hydroxyacetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: N,N-dimethyl-aniline; trichlorophosphate / 2.5 h / 120 °C

2.1: sodium iodide / acetonitrile / 5 h / 80 °C

3.1: potassium hexamethylsilazane / tetrahydrofuran / 0.58 h / -78 °C

3.2: 0.5 h / -78 °C

4.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C

5.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole / toluene / 2.58 h / -35 - -15 °C

With potassium hexamethylsilazane; Dess-Martin periodane; N,N-dimethyl-aniline; sodium iodide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; trichlorophosphate; benzo[1,3,2]dioxaborole; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; 3.1: |Davis' Oxaziridine Oxidations / 3.2: |Davis' Oxaziridine Oxidations / 4.1: |Dess-Martin Oxidation;