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

Base Information

Chemical Name:3-(3',5'-di-O-tert-butyldimethylsilyl-D-ribofuranosyl)-9-(2-N-benzylcarbamyl-ethoxy)-1,3-diaza-7-O-trifluoromethylsulfonyl-2-oxophenoxadine
CAS No.:1332507-58-0
Molecular Formula:C₃₈H₅₃F₃N₄O₁₁SSi₂
Molecular Weight:887.091
Hs Code.:

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

There total 10 articles about 3-(3',5'-di-O-tert-butyldimethylsilyl-D-ribofuranosyl)-9-(2-N-benzylcarbamyl-ethoxy)-1,3-diaza-7-O-trifluoromethylsulfonyl-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: 78.0%

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

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

: 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

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 22h; Inert atmosphere;
DOI:10.1016/j.tet.2011.03.111

Reference yield:

: 1332507-68-2
4-O-pivaloyl-2-aminophloroglucinol

: 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

Guidance literature:: Multi-step reaction with 6 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 12 h / 20 °C / Inert atmosphere

2: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 24 h / 20 °C / Inert atmosphere

3: potassium carbonate / methanol / 0.5 h / 20 °C

4: 1H-imidazole; dmap / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

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

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

With 1H-imidazole; methanol; dmap; di-isopropyl azodicarboxylate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; In methanol; dichloromethane; N,N-dimethyl-formamide; 2: Mitsunobu reaction;
DOI:10.1016/j.tet.2011.03.111

Reference yield:

: 1332507-64-8
3',5'-di-O-acetyl-N-[4-(2,6-dihydroxy-4-O-pivaloylphenyl)]-2'-deoxy-5-bromouridine

: 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

Guidance literature:: Multi-step reaction with 5 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 24 h / 20 °C / Inert atmosphere

2: potassium carbonate / methanol / 0.5 h / 20 °C

3: 1H-imidazole; dmap / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

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

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

With 1H-imidazole; methanol; dmap; di-isopropyl azodicarboxylate; potassium carbonate; triethylamine; triphenylphosphine; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Mitsunobu reaction;
DOI:10.1016/j.tet.2011.03.111