3-(3',5'-di-O-tert-butyldimethylsilyl-D-ribofuranosyl)-9-(2-N-benzylcarbamyl-ethoxy)-1,3-diaza-7-(1-naphthyl)-2-oxophenoxadine

Base Information

Chemical Name:3-(3',5'-di-O-tert-butyldimethylsilyl-D-ribofuranosyl)-9-(2-N-benzylcarbamyl-ethoxy)-1,3-diaza-7-(1-naphthyl)-2-oxophenoxadine
CAS No.:1332507-60-4
Molecular Formula:C₄₇H₆₀N₄O₈Si₂
Molecular Weight:865.186
Hs Code.:

Synonyms:3-(3',5'-di-O-tert-butyldimethylsilyl-D-ribofuranosyl)-9-(2-N-benzylcarbamyl-ethoxy)-1,3-diaza-7-(1-naphthyl)-2-oxophenoxadine

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Chemical Property of 3-(3',5'-di-O-tert-butyldimethylsilyl-D-ribofuranosyl)-9-(2-N-benzylcarbamyl-ethoxy)-1,3-diaza-7-(1-naphthyl)-2-oxophenoxadine

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Technology Process of 3-(3',5'-di-O-tert-butyldimethylsilyl-D-ribofuranosyl)-9-(2-N-benzylcarbamyl-ethoxy)-1,3-diaza-7-(1-naphthyl)-2-oxophenoxadine

There total 12 articles about 3-(3',5'-di-O-tert-butyldimethylsilyl-D-ribofuranosyl)-9-(2-N-benzylcarbamyl-ethoxy)-1,3-diaza-7-(1-naphthyl)-2-oxophenoxadine 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%

: 1332507-58-0
3-(3',5'-di-O-tert-butyldimethylsilyl-D-ribofuranosyl)-9-(2-N-benzylcarbamyl-ethoxy)-1,3-diaza-7-O-trifluoromethylsulfonyl-2-oxophenoxadine

: 13922-41-3
1-Naphthylboronic acid

: 1332507-60-4
3-(3',5'-di-O-tert-butyldimethylsilyl-D-ribofuranosyl)-9-(2-N-benzylcarbamyl-ethoxy)-1,3-diaza-7-(1-naphthyl)-2-oxophenoxadine

Guidance literature:: With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tripotassium phosphate "n" hydrate; palladium diacetate; In toluene; at 100 ℃; for 2h;
DOI:10.1016/j.tet.2011.03.111

Reference yield:

: 1332507-70-6
3',5'-di-O-tert-butyldimethylsilyl-N-[4-(2-N-benzylcarbamylethoxy-4,6-O-tert-butyldimethylsilylphenyl)]-2'-deoxy-5-bromouridine

: 1332507-60-4
3-(3',5'-di-O-tert-butyldimethylsilyl-D-ribofuranosyl)-9-(2-N-benzylcarbamyl-ethoxy)-1,3-diaza-7-(1-naphthyl)-2-oxophenoxadine

Guidance literature:: Multi-step reaction with 3 steps

1: methanol; triethylamine / 47 h / 80 °C / Inert atmosphere

2: triethylamine / dichloromethane / 22 h / 20 °C / Inert atmosphere

3: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tripotassium phosphate "n" hydrate; palladium diacetate / toluene / 2 h / 100 °C

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; methanol; tripotassium phosphate "n" hydrate; palladium diacetate; triethylamine; In dichloromethane; toluene; 3: Suzuki-Miyaura coupling;
DOI:10.1016/j.tet.2011.03.111

Reference yield:

: 1332507-57-9
3-(3',5'-di-O-tert-butyldimethylsilyl-d-ribofuranosyl)-9-(2-N-benzylcarbamylethoxy)-1,3-diaza-7-hydroxy-2-oxophenoxadine

: 1332507-60-4
3-(3',5'-di-O-tert-butyldimethylsilyl-D-ribofuranosyl)-9-(2-N-benzylcarbamyl-ethoxy)-1,3-diaza-7-(1-naphthyl)-2-oxophenoxadine

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 22 h / 20 °C / Inert atmosphere

2: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tripotassium phosphate "n" hydrate; palladium diacetate / toluene / 2 h / 100 °C

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tripotassium phosphate "n" hydrate; palladium diacetate; triethylamine; In dichloromethane; toluene; 2: Suzuki-Miyaura coupling;
DOI:10.1016/j.tet.2011.03.111