N₄-benzoyl-5'-O-tert-butyldimethylsilyl-3'-O-[(N,N-diisopropylamino)methoxyphosphino]-2'-deoxycytidine

Base Information

• Chemical Name: N₄-benzoyl-5'-O-tert-butyldimethylsilyl-3'-O-[(N,N-diisopropylamino)methoxyphosphino]-2'-deoxycytidine
• CAS No.: 1360780-15-9
• Molecular Formula: C₂₉H₄₇N₄O₆PSi
• Molecular Weight: 606.775

Synonyms:N₄-benzoyl-5'-O-tert-butyldimethylsilyl-3'-O-[(N,N-diisopropylamino)methoxyphosphino]-2'-deoxycytidine

Chemical Property of N₄-benzoyl-5'-O-tert-butyldimethylsilyl-3'-O-[(N,N-diisopropylamino)methoxyphosphino]-2'-deoxycytidine

Chemical Property:

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Technology Process of N₄-benzoyl-5'-O-tert-butyldimethylsilyl-3'-O-[(N,N-diisopropylamino)methoxyphosphino]-2'-deoxycytidine

There total 1 articles about N₄-benzoyl-5'-O-tert-butyldimethylsilyl-3'-O-[(N,N-diisopropylamino)methoxyphosphino]-2'-deoxycytidine 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: 63.0%

N,N-diisopropylmethylphosphonamidic chloride (86030-43-5) + N-(1-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (51549-36-1) → N4-benzoyl-5'-O-tert-butyldimethylsilyl-3'-O-[(N,N-diisopropylamino)methoxyphosphino]-2'-deoxycytidine (1360780-15-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 4h; Molecular sieve;

DOI:10.1021/jo202505h

Reference yield:

N4-benzoyl-5'-O-tert-butyldimethylsilyl-3'-O-[(N,N-diisopropylamino)methoxyphosphino]-2'-deoxycytidine (1360780-15-9) → C45H57N8O14PSi (1360780-19-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-tetrazole / 1,4-dioxane; acetonitrile / 20 h / Molecular sieve

2: tert.-butylhydroperoxide / 1,4-dioxane; decane; acetonitrile / 0.25 h / 0 °C

With 1H-tetrazole; tert.-butylhydroperoxide; In 1,4-dioxane; decane; acetonitrile;

DOI:10.1021/jo202505h

Reference yield:

N4-benzoyl-5'-O-tert-butyldimethylsilyl-3'-O-[(N,N-diisopropylamino)methoxyphosphino]-2'-deoxycytidine (1360780-15-9) → C37H51N8O12PSi (1360780-20-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1H-tetrazole / 1,4-dioxane; acetonitrile / 20 h / Molecular sieve

2: tert.-butylhydroperoxide / 1,4-dioxane; decane; acetonitrile / 0.25 h / 0 °C

3: ammonia / methanol / 0.5 h / 20 °C

With 1H-tetrazole; tert.-butylhydroperoxide; ammonia; In 1,4-dioxane; methanol; decane; acetonitrile;

DOI:10.1021/jo202505h

upstream raw materials:

N,N-diisopropylmethylphosphonamidic chloride

N-(1-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Downstream raw materials:

C₄₅H₅₇N₈O₁₄PSi

C₃₇H₅₁N₈O₁₂PSi

C₄₄H₆₇N₉O₁₃P₂Si

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