N⁶-(allyloxycarbonyl)-3'-O-(tert-butyldimethylsilyl)-5'-O-(p,p'-dimethoxytrityl)adenosine 2'-O-(allyl N,N-diisopropylphosphoramidite)

Base Information

• Chemical Name: N⁶-(allyloxycarbonyl)-3'-O-(tert-butyldimethylsilyl)-5'-O-(p,p'-dimethoxytrityl)adenosine 2'-O-(allyl N,N-diisopropylphosphoramidite)
• CAS No.: 361447-98-5
• Molecular Formula: C₅₀H₆₇N₆O₉PSi
• Molecular Weight: 955.176

Synonyms:N⁶-(allyloxycarbonyl)-3'-O-(tert-butyldimethylsilyl)-5'-O-(p,p'-dimethoxytrityl)adenosine 2'-O-(allyl N,N-diisopropylphosphoramidite)

Chemical Property of N⁶-(allyloxycarbonyl)-3'-O-(tert-butyldimethylsilyl)-5'-O-(p,p'-dimethoxytrityl)adenosine 2'-O-(allyl N,N-diisopropylphosphoramidite)

Chemical Property:

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Technology Process of N⁶-(allyloxycarbonyl)-3'-O-(tert-butyldimethylsilyl)-5'-O-(p,p'-dimethoxytrityl)adenosine 2'-O-(allyl N,N-diisopropylphosphoramidite)

There total 1 articles about N⁶-(allyloxycarbonyl)-3'-O-(tert-butyldimethylsilyl)-5'-O-(p,p'-dimethoxytrityl)adenosine 2'-O-(allyl N,N-diisopropylphosphoramidite) 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: 85.0%

(allyloxy)bis(diisopropylamino)phosphine (108554-72-9) + N6-[(allyloxy)carbonyl]-5'-O-(p,p'-dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)adenosine (210684-28-9) → N6-(allyloxycarbonyl)-3'-O-(tert-butyldimethylsilyl)-5'-O-(p,p'-dimethoxytrityl)adenosine 2'-O-(allyl N,N-diisopropylphosphoramidite) (361447-98-5)

Guidance literature:

With 1-methyl-3H-imidazolium trifluoromethylsulfonate; In dichloromethane; at 25 ℃; for 1.25h;

DOI:10.1021/ja010078v

Reference yield:

N6-(allyloxycarbonyl)-3'-O-(tert-butyldimethylsilyl)-5'-O-(p,p'-dimethoxytrityl)adenosine 2'-O-(allyl N,N-diisopropylphosphoramidite) (361447-98-5) + C45H59N10O18PSi (361448-01-3) → C89H111N15O27P2Si2

Guidance literature:

With N-(phenyl)imidazolium triflate; In acetonitrile; at 25 ℃; for 0.666667h;

DOI:10.1021/ja010078v

Reference yield:

N6-(allyloxycarbonyl)-3'-O-(tert-butyldimethylsilyl)-5'-O-(p,p'-dimethoxytrityl)adenosine 2'-O-(allyl N,N-diisopropylphosphoramidite) (361447-98-5) → C66H77N10O20PSi (361447-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / N-(phenyl)imidazolium trifalte; MS 3A / acetonitrile / 0.33 h / 25 °C

2: TBHP / acetonitrile; toluene / 0.08 h / 25 °C

With tert.-butylhydroperoxide; N-(phenyl)imidazolium triflate; In toluene; acetonitrile;

DOI:10.1021/ja010078v

upstream raw materials:

(allyloxy)bis(diisopropylamino)phosphine

N⁶-[(allyloxy)carbonyl]-5'-O-(p,p'-dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)adenosine

Downstream raw materials:

C₆₆H₇₇N₁₀O₂₀PSi

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