5'-O-(4,4'-dimethoxytrityl)-O²-(diphenylcarbamoyl)-N⁶-isobutyryl-2'-O-{[(triisopropylsilyl)oxy]methyl}isoguanosine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-O²-(diphenylcarbamoyl)-N⁶-isobutyryl-2'-O-{[(triisopropylsilyl)oxy]methyl}isoguanosine
• CAS No.: 872548-15-7
• Molecular Formula: C₅₈H₆₈N₆O₁₀Si
• Molecular Weight: 1037.3

Synonyms:5'-O-(4,4'-dimethoxytrityl)-O²-(diphenylcarbamoyl)-N⁶-isobutyryl-2'-O-{[(triisopropylsilyl)oxy]methyl}isoguanosine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-O²-(diphenylcarbamoyl)-N⁶-isobutyryl-2'-O-{[(triisopropylsilyl)oxy]methyl}isoguanosine

Chemical Property:

Purity/Quality:

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-O²-(diphenylcarbamoyl)-N⁶-isobutyryl-2'-O-{[(triisopropylsilyl)oxy]methyl}isoguanosine

There total 6 articles about 5'-O-(4,4'-dimethoxytrityl)-O²-(diphenylcarbamoyl)-N⁶-isobutyryl-2'-O-{[(triisopropylsilyl)oxy]methyl}isoguanosine 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:

Diphenyl-carbamic acid 9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-isobutyrylamino-9H-purin-2-yl ester → 5'-O-(4,4'-dimethoxytrityl)-O2-(diphenylcarbamoyl)-N6-isobutyryl-2'-O-{[(triisopropylsilyl)oxy]methyl}isoguanosine (872548-15-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 6.09 g / pyridine / 1 h / 20 °C

2.1: iPr₂NEt; Bu₂SnCl₂ / 1,2-dichloro-ethane / 0.17 h / 20 °C

2.2: 23 percent / 1,2-dichloro-ethane / 0.42 h / 75 °C

With dibutyltin chloride; N-ethyl-N,N-diisopropylamine; In pyridine; 1,2-dichloro-ethane;

DOI:10.1002/hlca.200590209

Reference yield:

N-[9-(3,4-bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-2-trimethylsilanyloxy-9H-purin-6-yl]-isobutyramide → 5'-O-(4,4'-dimethoxytrityl)-O2-(diphenylcarbamoyl)-N6-isobutyryl-2'-O-{[(triisopropylsilyl)oxy]methyl}isoguanosine (872548-15-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: AcOH / methanol / 3 h / 20 °C

2.1: iPr₂NEt / pyridine / 0.5 h / 20 °C

3.1: 6.09 g / pyridine / 1 h / 20 °C

4.1: iPr₂NEt; Bu₂SnCl₂ / 1,2-dichloro-ethane / 0.17 h / 20 °C

4.2: 23 percent / 1,2-dichloro-ethane / 0.42 h / 75 °C

With dibutyltin chloride; acetic acid; N-ethyl-N,N-diisopropylamine; In pyridine; methanol; 1,2-dichloro-ethane;

DOI:10.1002/hlca.200590209

Reference yield:

9-((2R,3R,4R,5R)-3,4-Bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-2-trimethylsilanyloxy-9H-purin-6-ylamine → 5'-O-(4,4'-dimethoxytrityl)-O2-(diphenylcarbamoyl)-N6-isobutyryl-2'-O-{[(triisopropylsilyl)oxy]methyl}isoguanosine (872548-15-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: DMAP / pyridine / 12 h / 20 °C

2.1: AcOH / methanol / 3 h / 20 °C

3.1: iPr₂NEt / pyridine / 0.5 h / 20 °C

4.1: 6.09 g / pyridine / 1 h / 20 °C

5.1: iPr₂NEt; Bu₂SnCl₂ / 1,2-dichloro-ethane / 0.17 h / 20 °C

5.2: 23 percent / 1,2-dichloro-ethane / 0.42 h / 75 °C

With dmap; dibutyltin chloride; acetic acid; N-ethyl-N,N-diisopropylamine; In pyridine; methanol; 1,2-dichloro-ethane;

DOI:10.1002/hlca.200590209

upstream raw materials:

1,2-dihydro-2-oxoadenosine

diphenylcarbamic chloride

N⁶-(2-methyl-1-oxopropyl)isoguanosine

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