9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-ethynylpurine

Base Information

Chemical Name:9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-ethynylpurine
CAS No.:852677-22-6
Molecular Formula:C₂₈H₂₄N₄O₅
Molecular Weight:496.522
Hs Code.:

Synonyms:9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-ethynylpurine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-ethynylpurine

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Technology Process of 9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-ethynylpurine

There total 2 articles about 9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-ethynylpurine 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: 97.0%

: 852677-21-5
9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-[(trimethylsilyl)ethynyl]purine

: 852677-22-6
9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-ethynylpurine

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at -10 ℃;
DOI:10.1135/cccc20041955

Reference yield:

: 91713-46-1
6-Chloro-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine

: 852677-22-6
9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-ethynylpurine

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / Et₃N; CuI / [PdCl₂(PPh₃)2] / dimethylformamide / 6 h / 60 °C

2: 97 percent / TBAF*3H₂O; AcOH / tetrahydrofuran / -10 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; acetic acid; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Sonogashira reaction;
DOI:10.1135/cccc20041955