7-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-5-iodo-6-methyl-2-pivaloylamino-7H-pyrrolo[2,3-d]pyrimidin-4-one

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Chemical Name:7-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-5-iodo-6-methyl-2-pivaloylamino-7H-pyrrolo[2,3-d]pyrimidin-4-one
CAS No.:1440175-06-3
Molecular Formula:C₃₃H₃₅IN₄O₇
Molecular Weight:726.568
Hs Code.:

Synonyms:7-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-5-iodo-6-methyl-2-pivaloylamino-7H-pyrrolo[2,3-d]pyrimidin-4-one

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Chemical Property of 7-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-5-iodo-6-methyl-2-pivaloylamino-7H-pyrrolo[2,3-d]pyrimidin-4-one

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Technology Process of 7-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-5-iodo-6-methyl-2-pivaloylamino-7H-pyrrolo[2,3-d]pyrimidin-4-one

There total 5 articles about 7-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-5-iodo-6-methyl-2-pivaloylamino-7H-pyrrolo[2,3-d]pyrimidin-4-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: 51.0%

: 1440175-03-0
4-chloro-7-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-5-iodo-6-methyl-2-pivaloylamino-7H-pyrrolo[2,3-d]pyrimidine

: 1440175-06-3
7-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-5-iodo-6-methyl-2-pivaloylamino-7H-pyrrolo[2,3-d]pyrimidin-4-one

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; cesium acetate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1002/ejoc.201300261

Reference yield:

: 1440174-97-9
4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidin-2-amine

: 1440175-06-3
7-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-5-iodo-6-methyl-2-pivaloylamino-7H-pyrrolo[2,3-d]pyrimidin-4-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-iodo-succinimide / dichloromethane / 0.5 h / 40 °C / Inert atmosphere

2.1: sodium hydride / acetonitrile; mineral oil / 0.25 h / 0 °C / Inert atmosphere

2.2: 1.5 h / 20 °C / Inert atmosphere

3.1: cesium acetate; 1,4-diaza-bicyclo[2.2.2]octane; triethylamine / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With 1,4-diaza-bicyclo[2.2.2]octane; N-iodo-succinimide; cesium acetate; sodium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1002/ejoc.201300261

Reference yield:

: 62981-82-2
2-amino-6-methyl-3,4-dihydro-4-oxo-7H-pyrrolo[2,3-d]pyrimidine

: 1440175-06-3
7-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-5-iodo-6-methyl-2-pivaloylamino-7H-pyrrolo[2,3-d]pyrimidin-4-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: trichlorophosphate; N,N-dimethyl-aniline / 4 h / Reflux; Inert atmosphere

2.1: pyridine / 3.5 h / 20 °C / Inert atmosphere

3.1: N-iodo-succinimide / dichloromethane / 0.5 h / 40 °C / Inert atmosphere

4.1: sodium hydride / acetonitrile; mineral oil / 0.25 h / 0 °C / Inert atmosphere

4.2: 1.5 h / 20 °C / Inert atmosphere

5.1: cesium acetate; 1,4-diaza-bicyclo[2.2.2]octane; triethylamine / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; N-iodo-succinimide; cesium acetate; sodium hydride; N,N-dimethyl-aniline; triethylamine; trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1002/ejoc.201300261