5'-O-(tert-butyldiphenylsilyl)-2'-N,3'-O-carbonyl-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine

Base Information

• Chemical Name: 5'-O-(tert-butyldiphenylsilyl)-2'-N,3'-O-carbonyl-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine
• CAS No.: 214055-25-1
• Molecular Formula: C₃₀H₃₅N₃O₈Si
• Molecular Weight: 593.709

Synonyms:5'-O-(tert-butyldiphenylsilyl)-2'-N,3'-O-carbonyl-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine

Chemical Property of 5'-O-(tert-butyldiphenylsilyl)-2'-N,3'-O-carbonyl-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine

Chemical Property:

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Technology Process of 5'-O-(tert-butyldiphenylsilyl)-2'-N,3'-O-carbonyl-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine

There total 2 articles about 5'-O-(tert-butyldiphenylsilyl)-2'-N,3'-O-carbonyl-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine 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: 100.0%

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + 5'-O-(tert-butyldiphenylsilyl)-2'-N,3'-O-carbonyl-2'-deoxy-2'-(hydroxylamino)uridine (175013-49-7) → 5'-O-(tert-butyldiphenylsilyl)-2'-N,3'-O-carbonyl-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine (214055-25-1)

Guidance literature:

With pyridinium p-toluenesulfonate; In tetrahydrofuran; for 11h; Ambient temperature;

DOI:10.1021/jm980466g

Reference yield:

1,1'-carbonyldiimidazole (530-62-1) + (2R,3R,3aS)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}3-hydroxy-2,3,3a,9a-tetrahydro-6H-furo[2’,3’:4,5]oxazole[3,2a]-pyrimidin-6-one (175013-46-4) + (2-tetrahydrofuranyl)oxyamine (219619-35-9) → 5'-O-(tert-butyldiphenylsilyl)-2'-N,3'-O-carbonyl-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine (214055-25-1)

Guidance literature:

With pyridine; Yield given; Multistep reaction; 1.) RT, 24 h, 2.) RT, 5 h;

DOI:10.1021/jm980466g

Reference yield: 81.0%

5'-O-(tert-butyldiphenylsilyl)-2'-N,3'-O-carbonyl-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine (214055-25-1) → 5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine (214055-28-4)

Guidance literature:

With caesium carbonate; In methanol; for 24h; Ambient temperature;

DOI:10.1021/jm980466g

upstream raw materials:

2,3-dihydro-2H-furan

5'-O-(tert-butyldiphenylsilyl)-2'-N,3'-O-carbonyl-2'-deoxy-2'-(hydroxylamino)uridine

1,1'-carbonyldiimidazole

(2R,3R,3aS)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}3-hydroxy-2,3,3a,9a-tetrahydro-6H-furo[2’,3’:4,5]oxazole[3,2a]-pyrimidin-6-one

Downstream raw materials:

5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine

5'-O-(tert-butyldiphenylsilyl)-2'-amino>-2'-deoxyuridine

5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2'-(N-hydroxylamino)uridine

3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>cytidine

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