5-[1-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)-1H-imidazol-4-yl]pyrimidin-4-amine

Base Information

Chemical Name:5-[1-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)-1H-imidazol-4-yl]pyrimidin-4-amine
CAS No.:1418268-97-9
Molecular Formula:C₂₆H₂₇N₅O₃
Molecular Weight:457.532
Hs Code.:

Synonyms:5-[1-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)-1H-imidazol-4-yl]pyrimidin-4-amine

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Chemical Property of 5-[1-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)-1H-imidazol-4-yl]pyrimidin-4-amine

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Technology Process of 5-[1-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)-1H-imidazol-4-yl]pyrimidin-4-amine

There total 4 articles about 5-[1-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)-1H-imidazol-4-yl]pyrimidin-4-amine 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: 65.0%

: 1418268-90-2
1-[3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl]-4-iodo-1H-imidazole

: 1418268-96-8
4-amino-5-(tributylstannyl)pyrimidine

: 1418268-97-9
5-[1-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)-1H-imidazol-4-yl]pyrimidin-4-amine

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In N,N-dimethyl-formamide; at 100 ℃; for 11h;
DOI:10.1055/s-0032-1316791

Reference yield:

: 909869-57-4
1-(2-deoxy-β-D-ribofuranos-1-yl)-4,5-diiodoimidazole

: 1418268-97-9
5-[1-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)-1H-imidazol-4-yl]pyrimidin-4-amine

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / tetrahydrofuran

2: ethylmagnesium bromide / tetrahydrofuran / 3 h / 20 °C

3: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / N,N-dimethyl-formamide / 11 h / 100 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; ethylmagnesium bromide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 3: |Stille Cross Coupling;
DOI:10.1055/s-0032-1316791

Reference yield:

: 100-39-0
benzyl bromide

: 1418268-97-9
5-[1-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)-1H-imidazol-4-yl]pyrimidin-4-amine

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / tetrahydrofuran

2: ethylmagnesium bromide / tetrahydrofuran / 3 h / 20 °C

3: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / N,N-dimethyl-formamide / 11 h / 100 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; ethylmagnesium bromide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 3: |Stille Cross Coupling;
DOI:10.1055/s-0032-1316791