O⁶-allyl-2-(4-phenyl-1,2,3-triazol-1H-yl)-3',5'-di-O-(tert-butyldimethylsilyl)-2'-deoxyinosine

Base Information

• Chemical Name: O⁶-allyl-2-(4-phenyl-1,2,3-triazol-1H-yl)-3',5'-di-O-(tert-butyldimethylsilyl)-2'-deoxyinosine
• CAS No.: 1384519-73-6
• Molecular Formula: C₃₃H₄₉N₇O₄Si₂
• Molecular Weight: 663.968

Synonyms:O⁶-allyl-2-(4-phenyl-1,2,3-triazol-1H-yl)-3',5'-di-O-(tert-butyldimethylsilyl)-2'-deoxyinosine

Chemical Property of O⁶-allyl-2-(4-phenyl-1,2,3-triazol-1H-yl)-3',5'-di-O-(tert-butyldimethylsilyl)-2'-deoxyinosine

Chemical Property:

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Technology Process of O⁶-allyl-2-(4-phenyl-1,2,3-triazol-1H-yl)-3',5'-di-O-(tert-butyldimethylsilyl)-2'-deoxyinosine

There total 2 articles about O⁶-allyl-2-(4-phenyl-1,2,3-triazol-1H-yl)-3',5'-di-O-(tert-butyldimethylsilyl)-2'-deoxyinosine 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: 74.0%

O6-allyl-2-azido-3',5'-di-O-(tert-butyldimethylsilyl)-2'-deoxyinosine (192867-01-9) + phenylacetylene (536-74-3) → O6-allyl-2-(4-phenyl-1,2,3-triazol-1H-yl)-3',5'-di-O-(tert-butyldimethylsilyl)-2'-deoxyinosine (1384519-73-6)

Guidance literature:

With copper(l) chloride; In water; tert-butyl alcohol; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo300628y

Reference yield:

O6-(benzotriazol-1-yl)-3′,5′-di-O-(t-butyldimethylsilyl)-2′-deoxyguanosine (1009639-09-1) → O6-allyl-2-(4-phenyl-1,2,3-triazol-1H-yl)-3',5'-di-O-(tert-butyldimethylsilyl)-2'-deoxyinosine (1384519-73-6)

Guidance literature:

Multi-step reaction with 3 steps

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

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

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

With tert.-butylnitrite; trimethylsilylazide; caesium carbonate; copper(l) chloride; In dichloromethane; water; tert-butyl alcohol;

DOI:10.1021/jo300628y

Reference yield: 76.0%

O6-allyl-2-(4-phenyl-1,2,3-triazol-1H-yl)-3',5'-di-O-(tert-butyldimethylsilyl)-2'-deoxyinosine (1384519-73-6) → O(6)-allyl-2-(4-phenyl-1,2,3-triazol-1H-yl)-2'-deoxyinosine (1384520-15-3)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1021/jo300628y

upstream raw materials:

O⁶-(benzotriazol-1-yl)-3′,5′-di-O-(t-butyldimethylsilyl)-2′-deoxyguanosine

O⁶-allyl-2-azido-3',5'-di-O-(tert-butyldimethylsilyl)-2'-deoxyinosine

phenylacetylene

Downstream raw materials:

O⁽⁶⁾-allyl-2-(4-phenyl-1,2,3-triazol-1H-yl)-2'-deoxyinosine

2-[4-(phenyl)-1,2,3-triazol-1H-yl]-2'-deoxyinosine

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