5'-O-(4,4'-dimethoxytrityl)-N⁶-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyloxy)methyl]adenosine}

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-N⁶-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyloxy)methyl]adenosine}
• CAS No.: 312709-87-8
• Molecular Formula: C₅₈H₇₉N₅O₁₀Si₂
• Molecular Weight: 1062.46

Synonyms:5'-O-(4,4'-dimethoxytrityl)-N⁶-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyloxy)methyl]adenosine}

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-N⁶-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyloxy)methyl]adenosine}

Chemical Property:

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-N⁶-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyloxy)methyl]adenosine}

There total 8 articles about 5'-O-(4,4'-dimethoxytrityl)-N⁶-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyloxy)methyl]adenosine} 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:

Acetic acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-[6-(2-triisopropylsilanyloxy-benzyloxycarbonylamino)-purin-9-yl]-4-triisopropylsilanyloxymethoxy-tetrahydro-furan-3-yl ester → 5'-O-(4,4'-dimethoxytrityl)-N6-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyloxy)methyl]adenosine} (312709-87-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; water;

DOI:10.1002/1522-2675(20000906)83:9<2477::AID-HLCA2477>3.0.CO;2-9

Reference yield:

triisopropylsilyl chloride (13154-24-0) → 5'-O-(4,4'-dimethoxytrityl)-N6-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyloxy)methyl]adenosine} (312709-87-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / NaH / dimethylformamide / 0.5 h / -70 °C

2: Et₃N / 24 h / 20 °C

3: NaOH / methanol; tetrahydrofuran; H₂O

With sodium hydroxide; sodium hydride; triethylamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 1: Condensation / 2: Condensation / 3: Deacetylation;

DOI:10.1002/1522-2675(20000906)83:9<2477::AID-HLCA2477>3.0.CO;2-9

Reference yield:

salicylic alcohol (90-01-7) → 5'-O-(4,4'-dimethoxytrityl)-N6-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyloxy)methyl]adenosine} (312709-87-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / NaH / dimethylformamide / 0.5 h / -70 °C

2: Et₃N / 24 h / 20 °C

3: NaOH / methanol; tetrahydrofuran; H₂O

With sodium hydroxide; sodium hydride; triethylamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 1: Condensation / 2: Condensation / 3: Deacetylation;

DOI:10.1002/1522-2675(20000906)83:9<2477::AID-HLCA2477>3.0.CO;2-9

upstream raw materials:

triisopropylsilyl chloride

salicylic alcohol

(2-{[tris(propan-2-yl)silyl]oxy}phenyl)methanol

N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}adenosine

Downstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-N⁶-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyl)oxy]methyl}adenosine 3'-(2-cyanoethyl diisopropylphosphoramidite)

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