N₄-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-6-(hydroxymethyl)-2',3'-O-isopropylidenecytidine

Base Information

• Chemical Name: N₄-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-6-(hydroxymethyl)-2',3'-O-isopropylidenecytidine
• CAS No.: 1309371-91-2
• Molecular Formula: C₂₈H₄₁N₃O₇Si
• Molecular Weight: 559.735

Synonyms:N₄-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-6-(hydroxymethyl)-2',3'-O-isopropylidenecytidine

Chemical Property of N₄-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-6-(hydroxymethyl)-2',3'-O-isopropylidenecytidine

Chemical Property:

Purity/Quality:

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Technology Process of N₄-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-6-(hydroxymethyl)-2',3'-O-isopropylidenecytidine

There total 4 articles about N₄-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-6-(hydroxymethyl)-2',3'-O-isopropylidenecytidine 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:

N4-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-2',3'-O-isopropylidenecytidine (1309371-90-1) → N4-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-6-(hydroxymethyl)-2',3'-O-isopropylidenecytidine (1309371-91-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -70 °C

1.2: 1 h / -60 °C

1.3: -20 °C

2.1: sodium tetrahydroborate / ethanol / 0.5 h

With sodium tetrahydroborate; lithium diisopropyl amide; In tetrahydrofuran; ethanol;

DOI:10.1002/hlca.201000451

Reference yield:

N4-benzoyl-5’-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-8-formyl-2’,3’-O-isopropylidenecytidine → N4-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-6-(hydroxymethyl)-2',3'-O-isopropylidenecytidine (1309371-91-2)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 0.5h;

DOI:10.1002/hlca.201000451

Reference yield:

chlorodimethyl(1,1,2-trimethylpropyl)silane (67373-56-2) → N4-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-6-(hydroxymethyl)-2',3'-O-isopropylidenecytidine (1309371-91-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 12 h

2.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -70 °C

2.2: 1 h / -60 °C

2.3: -20 °C

3.1: sodium tetrahydroborate / ethanol / 0.5 h

With 1H-imidazole; sodium tetrahydroborate; lithium diisopropyl amide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1002/hlca.201000451

upstream raw materials:

N₄-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-2',3'-O-isopropylidenecytidine

chlorodimethyl(1,1,2-trimethylpropyl)silane

4-N-benzoyl-2',3'-O-isopropylidenecytidine

Downstream raw materials:

5'-S-acetyl-N₄-benzoyl-2',3'-O-isopropylidene-6-{[(methylsulfonyl)oxy]methyl}-5'-thiocytidine

C₅₄H₇₀N₆O₁₁SSi

C₄₆H₅₂N₆O₁₁S

C₆₂H₆₂N₆O₁₃S₂

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