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

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-5-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}uridine
• CAS No.: 872548-23-7
• Molecular Formula: C₄₁H₅₄N₂O₉Si
• Molecular Weight: 746.973

Synonyms:5'-O-(4,4'-dimethoxytrityl)-5-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}uridine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-5-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}uridine

Chemical Property:

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-5-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}uridine

There total 1 articles about 5'-O-(4,4'-dimethoxytrityl)-5-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}uridine 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: 38.0%

1-((2R,3R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione (138239-62-0) + chloromethoxy-triisopropyl-silane (217300-17-9) → 5'-O-(4,4'-dimethoxytrityl)-5-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}uridine (872548-23-7)

Guidance literature:

1-((2R,3R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione; With dibutyltin chloride; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 20 ℃; for 0.5h;

chloromethoxy-triisopropyl-silane; In 1,2-dichloro-ethane; at 20 ℃; for 12h;

DOI:10.1002/hlca.200590209

Reference yield: 98.0%

5'-O-(4,4'-dimethoxytrityl)-5-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}uridine (872548-23-7) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → 5'-O-(4,4'-dimethoxytrityl)-5-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}uridine 3'-(2-cyanoethyl diisopropylphosphoramidite)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

DOI:10.1002/hlca.200590209

Reference yield:

5'-O-(4,4'-dimethoxytrityl)-5-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}uridine (872548-23-7) + acetic anhydride (108-24-7) → Acetic acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-triisopropylsilanyloxymethoxy-tetrahydro-furan-3-yl ester

Guidance literature:

With dmap; In pyridine; at 20 ℃; for 3h;

DOI:10.1002/hlca.200590209

upstream raw materials:

1-((2R,3R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

chloromethoxy-triisopropyl-silane

Downstream raw materials:

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

N⁴-acetyl-5'-O-(4,4'-dimethoxytrityl)-5-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}cytidine

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