6-(morpholin-4-yl)-2-(4-phenyl-1,2,3-triazol-1H-yl)-9-[2',3',5'-tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine

Base Information

Chemical Name:6-(morpholin-4-yl)-2-(4-phenyl-1,2,3-triazol-1H-yl)-9-[2',3',5'-tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine
CAS No.:1384519-91-8
Molecular Formula:C₄₀H₆₆N₈O₅Si₃
Molecular Weight:823.271
Hs Code.:

Synonyms:6-(morpholin-4-yl)-2-(4-phenyl-1,2,3-triazol-1H-yl)-9-[2',3',5'-tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine

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Chemical Property of 6-(morpholin-4-yl)-2-(4-phenyl-1,2,3-triazol-1H-yl)-9-[2',3',5'-tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine

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Technology Process of 6-(morpholin-4-yl)-2-(4-phenyl-1,2,3-triazol-1H-yl)-9-[2',3',5'-tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine

There total 7 articles about 6-(morpholin-4-yl)-2-(4-phenyl-1,2,3-triazol-1H-yl)-9-[2',3',5'-tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine 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: 77.0%

: 110-91-8,99108-56-2
morpholine

: 1384519-90-7
O⁶-(1-benzotriazol-1H-yl)-2-(4-phenyl-1,2,3-triazol-1H-yl)-2',3',5'-tri-O-(tert-butyldimethylsilyl)inosine

: 1384519-91-8
6-(morpholin-4-yl)-2-(4-phenyl-1,2,3-triazol-1H-yl)-9-[2',3',5'-tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine

Guidance literature:: In 1,2-dimethoxyethane; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jo300628y

Reference yield:

: 72409-24-6
2',3',5'-tri-O-(tert-butyldimethylsilyl)guanosine

: 1384519-91-8
6-(morpholin-4-yl)-2-(4-phenyl-1,2,3-triazol-1H-yl)-9-[2',3',5'-tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine

Guidance literature:: Multi-step reaction with 7 steps

1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

2: caesium carbonate / 2 h / 20 °C / Inert atmosphere

3: tert.-butylnitrite; trimethylsilylazide / dichloromethane / 25 h / -20 - 20 °C

4: copper(l) chloride / water; tert-butyl alcohol / 20 °C / Inert atmosphere

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium benzenesulfonate / tetrahydrofuran; methanol / 2 h / 20 °C

6: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

7: 1,2-dimethoxyethane / 1 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; trimethylsilylazide; sodium benzenesulfonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; copper(l) chloride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo300628y

Reference yield:

: 1182847-58-0
O⁶-allyl-2',3',5'-tri-O-(tert-butyldimethylsilyl)guanosine

: 1384519-91-8
6-(morpholin-4-yl)-2-(4-phenyl-1,2,3-triazol-1H-yl)-9-[2',3',5'-tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine

Guidance literature:: Multi-step reaction with 5 steps

1: tert.-butylnitrite; trimethylsilylazide / dichloromethane / 25 h / -20 - 20 °C

2: copper(l) chloride / water; tert-butyl alcohol / 20 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium benzenesulfonate / tetrahydrofuran; methanol / 2 h / 20 °C

4: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

5: 1,2-dimethoxyethane / 1 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; trimethylsilylazide; sodium benzenesulfonate; N-ethyl-N,N-diisopropylamine; copper(l) chloride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo300628y