N²-acetyl-3',5'-O-(tetraisopropyldisiloxane)-2'-O,4'-C-(N-methylaminomethylene)-O⁶-diphenylcarbamoylguanosine

Base Information

• Chemical Name: N²-acetyl-3',5'-O-(tetraisopropyldisiloxane)-2'-O,4'-C-(N-methylaminomethylene)-O⁶-diphenylcarbamoylguanosine
• CAS No.: 1247023-17-1
• Molecular Formula: C₃₉H₅₃N₇O₈Si₂
• Molecular Weight: 804.063

Synonyms:N²-acetyl-3',5'-O-(tetraisopropyldisiloxane)-2'-O,4'-C-(N-methylaminomethylene)-O⁶-diphenylcarbamoylguanosine

Chemical Property of N²-acetyl-3',5'-O-(tetraisopropyldisiloxane)-2'-O,4'-C-(N-methylaminomethylene)-O⁶-diphenylcarbamoylguanosine

Chemical Property:

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Technology Process of N²-acetyl-3',5'-O-(tetraisopropyldisiloxane)-2'-O,4'-C-(N-methylaminomethylene)-O⁶-diphenylcarbamoylguanosine

There total 8 articles about N²-acetyl-3',5'-O-(tetraisopropyldisiloxane)-2'-O,4'-C-(N-methylaminomethylene)-O⁶-diphenylcarbamoylguanosine 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: 47.0%

5-methyl-2'-O,4'-C-(N-methylaminomethylene)-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)uridine + N2-acetyl-O6-(diphenylcarbamoyl)guanine (112233-74-6) → N2-acetyl-3',5'-O-(tetraisopropyldisiloxane)-2'-O,4'-C-(N-methylaminomethylene)-O6-diphenylcarbamoylguanosine (1247023-17-1)

Guidance literature:

N²-acetyl-O⁶-(diphenylcarbamoyl)guanine; With N,O-bis-(trimethylsilyl)-acetamide; In toluene; at 100 ℃;

5-methyl-2'-O,4'-C-(N-methylaminomethylene)-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)uridine; With N,O-bis-(trimethylsilyl)-acetamide; In toluene; at 100 ℃; for 1h;

Reference yield: 23.0%

N4-acetyl-3',5'-O-(tetraisopropyldisiloxane)-5-methyl-2'-O,4'-C-(N-methylaminomethylene)cytidine (1247023-16-0) + N2-acetyl-O6-(diphenylcarbamoyl)guanine (112233-74-6) → N2-acetyl-3',5'-O-(tetraisopropyldisiloxane)-2'-O,4'-C-(N-methylaminomethylene)-O6-diphenylcarbamoylguanosine (1247023-17-1) + 3,5'-O-(tetraisopropyldisiloxane)-2'-O,4'-C-(N-methyl-aminomethylene)-O6-diphenylcarbamoylguanosine

Guidance literature:

N⁴-acetyl-3',5'-O-(tetraisopropyldisiloxane)-5-methyl-2'-O,4'-C-(N-methylaminomethylene)cytidine; N₂-acetyl-O₆-(diphenylcarbamoyl)guanine; With N,O-bis-(trimethylsilyl)-acetamide; In toluene; at 100 ℃; for 0.5h;

With trimethylsilyl trifluoromethanesulfonate; In toluene; at 100 ℃; for 0.5h;

DOI:10.1016/j.tet.2017.01.010

Reference yield: 12.0%

3-N-benzoyl-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-4-methyl-2'-O,4'-C-(N-methylaminomethylene)uridine (1247023-20-6) + N2-acetyl-O6-(diphenylcarbamoyl)guanine (112233-74-6) → N2-acetyl-3',5'-O-(tetraisopropyldisiloxane)-2'-O,4'-C-(N-methylaminomethylene)-O6-diphenylcarbamoylguanosine (1247023-17-1)

Guidance literature:

N²-acetyl-O⁶-(diphenylcarbamoyl)guanine; With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; In toluene; for 0.5h; Reflux;

3-N-benzoyl-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-4-methyl-2'-O,4'-C-(N-methylaminomethylene)uridine; With trimethylsilyl trifluoromethanesulfonate; In toluene; for 4h; Reflux;

upstream raw materials:

N²-acetyl-O⁶-(diphenylcarbamoyl)guanine

3-N-benzoyl-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-4-methyl-2'-O,4'-C-(N-methylaminomethylene)uridine

N⁴-acetyl-3',5'-O-(tetraisopropyldisiloxane)-5-methyl-2'-O,4'-C-(N-methylaminomethylene)cytidine

1-[3',5'-O-tetraisopropyldisiloxane-2'-O,4'-C-(N-methylaminomethylene)-β-D-ribofuranosyl]-5-methyl-4-(1,2,4-triazol-1-yl)pyrimidin-2-one

Downstream raw materials:

2-N-acetyl-2'-O,4'-C-(N-methylaminomethylene)-6-O-diphenylcarbamoylguanosine

2-N-acetyl-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-O,4'-C-(N-methylaminomethylene)-6-O-diphenylcarbamoylguanosine

2-N-acetyl-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-O,4'-C-(N-methylaminomethylene)-6-O-diphenylcarbamoylguanosine

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