1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-(octa-1,7-diynyl)uracil

Base Information

Chemical Name:1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-(octa-1,7-diynyl)uracil
CAS No.:938186-73-3
Molecular Formula:C₃₈H₃₈N₂O₇
Molecular Weight:634.729
Hs Code.:

Synonyms:1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-(octa-1,7-diynyl)uracil

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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 1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-(octa-1,7-diynyl)uracil

Chemical Property:

Purity/Quality:: ≥95% ^*data from raw suppliers

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Technology Process of 1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-(octa-1,7-diynyl)uracil

There total 6 articles about 1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-(octa-1,7-diynyl)uracil 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:

: 54-42-2,162239-35-2
5-Iodo-2'-deoxyuridine

: 938186-73-3
1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-(octa-1,7-diynyl)uracil

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / [Pd(PPh₃)4]; Et₃N; CuI / dimethylformamide / 20 °C

2: 87 percent / pyridine / 5 h / 20 °C

With pyridine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1002/hlca.200790055

Reference yield:

: 1021300-92-4
1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-(8-trimethylsilanyl-octa-1,7-diynyl)-1H-pyrimidine-2,4-dione

: 938186-73-3
1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-(octa-1,7-diynyl)uracil

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / TBAF / tetrahydrofuran / 3 h / 0 °C

2: 46 percent / DMAP; pyridine / 20 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1021/ol0610946

Reference yield:

: 871-84-1
1,7-Octadiyne

: 938186-73-3
1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-(octa-1,7-diynyl)uracil

Guidance literature:: Multi-step reaction with 4 steps

1: 42 percent / LiHMDS / tetrahydrofuran / -78 - 20 °C

2: 92 percent / PdCl₂(PPh₃)2; CuI; N,N-diisopropylethylamine / dimethylformamide / 20 °C

3: 85 percent / TBAF / tetrahydrofuran / 3 h / 0 °C

4: 46 percent / DMAP; pyridine / 20 °C

With pyridine; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol0610946