bis{9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]purin-6-yl}ethyne

Base Information

Chemical Name:bis{9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]purin-6-yl}ethyne
CAS No.:852677-23-7
Molecular Formula:C₅₄H₄₆N₈O₁₀
Molecular Weight:967.007
Hs Code.:

Synonyms:bis{9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]purin-6-yl}ethyne

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Chemical Property of bis{9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]purin-6-yl}ethyne

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Technology Process of bis{9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]purin-6-yl}ethyne

There total 4 articles about bis{9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]purin-6-yl}ethyne 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: 42.0%

: 756494-16-3
9-[2-deoxy-3,5-di-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-iodopurine

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

: 852677-23-7
bis{9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]purin-6-yl}ethyne

Guidance literature:: With copper(l) iodide; tetrabutyl ammonium fluoride; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1135/cccc20041955

Reference yield: 39.0%

: 756494-16-3
9-[2-deoxy-3,5-di-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-iodopurine

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

: 852677-23-7
bis{9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]purin-6-yl}ethyne

Guidance literature:: With copper(l) iodide; tetrabutyl ammonium fluoride; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 20 ℃; for 4h;
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

: 852677-23-7
bis{9-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]purin-6-yl}ethyne

Guidance literature:: Multi-step reaction with 2 steps

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

2: 39 percent / TBAF*3H₂O; CuI / [PdCl₂(PPh₃)2] / tetrahydrofuran / 4 h / 20 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Sonogashira reaction / 2: Sonogashira reaction;
DOI:10.1135/cccc20041955