4-methyl-N7-(2’,3’,5’-tri-O-benzoyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

Base Information

Chemical Name:4-methyl-N7-(2’,3’,5’-tri-O-benzoyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine
CAS No.:1536110-54-9
Molecular Formula:C₃₃H₂₇N₃O₇
Molecular Weight:577.593
Hs Code.:

Synonyms:4-methyl-N7-(2’,3’,5’-tri-O-benzoyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

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Chemical Property of 4-methyl-N7-(2’,3’,5’-tri-O-benzoyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

Chemical Property:

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

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Technology Process of 4-methyl-N7-(2’,3’,5’-tri-O-benzoyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

There total 9 articles about 4-methyl-N7-(2’,3’,5’-tri-O-benzoyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine 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: 70.0%

: 75-16-1
methylmagnesium bromide

: 29914-75-8
(2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diyl dibenzoate

: 1536110-54-9
4-methyl-N7-(2’,3’,5’-tri-O-benzoyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: With copper(l) iodide; iron(III)-acetylacetonate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; for 0.5h; Cooling with ice;
DOI:10.1021/acs.joc.9b02414

Reference yield:

: 3680-71-5
1H-pyrrolo[2,3-d]pyrimidin-4(7H)-one

: 1536110-54-9
4-methyl-N7-(2’,3’,5’-tri-O-benzoyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: trichlorophosphate / 5 h / 100 °C

2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

3.1: N,O-Bis(trimethylsilyl)acetamide / acetonitrile / 0.17 h / 20 °C / Inert atmosphere

3.2: 0.25 h / 20 - 80 °C

4.1: lithium chloride; lithium isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / -10 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; hexane / 0.08 h / 100 °C

With N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N,O-Bis(trimethylsilyl)acetamide; lithium isopropylmagnesium chloride; lithium chloride; trichlorophosphate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 480439-89-2
4-chloro-5-iodo-7-[(2,3,5-tri-O-benzoyl)-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

: 1536110-54-9
4-methyl-N7-(2’,3’,5’-tri-O-benzoyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 2 steps

1: TurboGrignard / tetrahydrofuran / 0.5 h / -10 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; toluene / 4 h / 100 °C / Inert atmosphere

With TurboGrignard; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; toluene;
DOI:10.1021/jm4018948