5'-O-(tert-butyldimethylsilyl)-2',3'-di-O-levulinoyl-N⁶-(4-methoxytrityl)-2'-C-methyladenosine

Base Information

• Chemical Name: 5'-O-(tert-butyldimethylsilyl)-2',3'-di-O-levulinoyl-N⁶-(4-methoxytrityl)-2'-C-methyladenosine
• CAS No.: 1390625-39-4
• Molecular Formula: C₄₇H₅₇N₅O₉Si
• Molecular Weight: 864.083

Synonyms:5'-O-(tert-butyldimethylsilyl)-2',3'-di-O-levulinoyl-N⁶-(4-methoxytrityl)-2'-C-methyladenosine

Chemical Property of 5'-O-(tert-butyldimethylsilyl)-2',3'-di-O-levulinoyl-N⁶-(4-methoxytrityl)-2'-C-methyladenosine

Chemical Property:

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Technology Process of 5'-O-(tert-butyldimethylsilyl)-2',3'-di-O-levulinoyl-N⁶-(4-methoxytrityl)-2'-C-methyladenosine

There total 5 articles about 5'-O-(tert-butyldimethylsilyl)-2',3'-di-O-levulinoyl-N⁶-(4-methoxytrityl)-2'-C-methyladenosine 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: 72.0%

levulinic anhydride (40608-06-8) + 5'-O-(tert-butyldimethylsilyl)-N6-(4-methoxytrityl)-2'-C-methyladenosine (1390625-38-3) → 5'-O-(tert-butyldimethylsilyl)-2',3'-di-O-levulinoyl-N6-(4-methoxytrityl)-2'-C-methyladenosine (1390625-39-4)

Guidance literature:

levulinic anhydride; 5'-O-(tert-butyldimethylsilyl)-N⁶-(4-methoxytrityl)-2'-C-methyladenosine; With pyridine; dmap; In 1,4-dioxane; at 20 - 54 ℃;

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.3998/ark.5550190.0013.520

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 5'-O-(tert-butyldimethylsilyl)-2',3'-di-O-levulinoyl-N6-(4-methoxytrityl)-2'-C-methyladenosine (1390625-39-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine / 18 h / 20 °C

2.1: pyridine / 17 h / 51 °C

3.1: pyridine; dmap / 1,4-dioxane / 20 - 54 °C

3.2: 20 °C

With pyridine; dmap; In 1,4-dioxane;

DOI:10.3998/ark.5550190.0013.520

Reference yield:

levulinic acid (123-76-2) → 5'-O-(tert-butyldimethylsilyl)-2',3'-di-O-levulinoyl-N6-(4-methoxytrityl)-2'-C-methyladenosine (1390625-39-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dicyclohexyl-carbodiimide / 1,4-dioxane / 1 h / Cooling with ice

2.1: pyridine; dmap / 1,4-dioxane / 20 - 54 °C

2.2: 20 °C

With pyridine; dmap; dicyclohexyl-carbodiimide; In 1,4-dioxane;

DOI:10.3998/ark.5550190.0013.520

upstream raw materials:

2'-C-methyladenosine

tert-butyldimethylsilyl chloride

levulinic acid

levulinic anhydride

Downstream raw materials:

2',3'-di-O-levulinoyl-N⁶-(4-methoxytrityl)-2'-C-methyladenosine

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