3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-2'-(phenoxythiocarbonyl)-2-azainosine

Base Information

• Chemical Name: 3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-2'-(phenoxythiocarbonyl)-2-azainosine
• CAS No.: 171614-04-3
• Molecular Formula: C₄₃H₄₇N₅O₈SSi
• Molecular Weight: 822.026

Synonyms:3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-2'-(phenoxythiocarbonyl)-2-azainosine

Chemical Property of 3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-2'-(phenoxythiocarbonyl)-2-azainosine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-2'-(phenoxythiocarbonyl)-2-azainosine

There total 4 articles about 3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-2'-(phenoxythiocarbonyl)-2-azainosine 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: 81.0%

3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-2-azainosine (171614-03-2) + phenylcarbonochloridothioate (1005-56-7) → 3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-2'-(phenoxythiocarbonyl)-2-azainosine (171614-04-3)

Guidance literature:

With dmap; In acetonitrile; for 3h; Ambient temperature;

DOI:10.1021/jo00125a009

Reference yield:

7-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3,7-dihydro-4H-imidazo[4,5-d][1,2,3]triazin-4-one (36519-16-1) → 3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-2'-(phenoxythiocarbonyl)-2-azainosine (171614-04-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 62 percent / pyridine

2: 55 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

3: 81 percent / DMAP / acetonitrile / 3 h / Ambient temperature

With 1H-imidazole; dmap; In pyridine; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jo00125a009

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-2'-(phenoxythiocarbonyl)-2-azainosine (171614-04-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 62 percent / pyridine

2: 55 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

3: 81 percent / DMAP / acetonitrile / 3 h / Ambient temperature

With 1H-imidazole; dmap; In pyridine; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jo00125a009

upstream raw materials:

3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-2-azainosine

phenylcarbonochloridothioate

7-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3,7-dihydro-4H-imidazo[4,5-d][1,2,3]triazin-4-one

4,4'-dimethoxytrityl chloride

Downstream raw materials:

5'-O-(dimethoxytrityl)-N¹-(2-nitrobenzyl)-2-aza-2'-deoxyinosine

7-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-3-(2-nitro-benzyl)-3,7-dihydro-imidazo[4,5-d][1,2,3]triazin-4-one

3'-O-(tert-butyldimethylsilyl)-5'-O(dimethoxytrityl)-2-aza-2'-deoxyinosine

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