3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

Base Information

• Chemical Name: 3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine
• CAS No.: 90742-17-9
• Molecular Formula: C₃₈H₅₂N₆O₈Si₂
• Molecular Weight: 777.037

Synonyms:3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

Chemical Property of 3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

Chemical Property:

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Technology Process of 3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

There total 4 articles about 3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine 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: 90.0%

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) + O6-(diphenylcarbamoyl)-N2-propionylguanosine (90742-13-5) → 3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-O6-(diphenylcarbamoyl)-N2-propionylguanosine (90742-17-9)

Guidance literature:

With pyridine; for 2h;

DOI:10.1021/ja00328a042

Reference yield:

Propionic acid (2R,3R,4R,5R)-2-(6-diphenylcarbamoyloxy-2-propionylamino-purin-9-yl)-4-propionyloxy-5-propionyloxymethyl-tetrahydro-furan-3-yl ester (98264-10-9) → 3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-O6-(diphenylcarbamoyl)-N2-propionylguanosine (90742-17-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 2M NaOH / pyridine; ethanol / 0 °C

2: 90 percent / pyridine / 2 h

With pyridine; sodium hydroxide; In pyridine; ethanol;

DOI:10.1021/ja00328a042

Reference yield:

2',3',5'-tri-O-propionyl-N2-propionylguanosine (90742-12-4) → 3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-O6-(diphenylcarbamoyl)-N2-propionylguanosine (90742-17-9)

Guidance literature:

Multi-step reaction with 3 steps

1: i-Pr₂NEt / pyridine / 1 h / Ambient temperature

2: 2M NaOH / pyridine; ethanol / 0 °C

3: 90 percent / pyridine / 2 h

With pyridine; sodium hydroxide; N-ethyl-N,N-diisopropylamine; In pyridine; ethanol;

DOI:10.1021/ja00328a042

upstream raw materials:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

2',3',5'-tri-O-propionyl-N²-propionylguanosine

Propionic acid (2R,3R,4R,5R)-2-(6-diphenylcarbamoyloxy-2-propionylamino-purin-9-yl)-4-propionyloxy-5-propionyloxymethyl-tetrahydro-furan-3-yl ester

Downstream raw materials:

2'-O-(tetrahydropyran-2-yl)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

S,S-diphenyl 2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine-3'-phosphorodithioate

Diphenyl-carbamic acid 9-[(2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(hydroxy-phenylsulfanyl-phosphoryloxy)-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-propionylamino-9H-purin-6-yl ester

2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

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