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

Base Information

• Chemical Name: N₄-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-2',3'-O-isopropylidenecytidine
• CAS No.: 1309371-90-1
• Molecular Formula: C₂₇H₃₉N₃O₆Si
• Molecular Weight: 529.709

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

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

There total 1 articles about N₄-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-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: 91.0%

chlorodimethyl(1,1,2-trimethylpropyl)silane (67373-56-2) + 4-N-benzoyl-2',3'-O-isopropylidenecytidine (39946-94-6,98807-30-8) → N4-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-2',3'-O-isopropylidenecytidine (1309371-90-1)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 12h;

DOI:10.1002/hlca.201000451

Reference yield: 77.0%

N4-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-2',3'-O-isopropylidenecytidine (1309371-90-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → N4-benzoyl-5’-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-8-formyl-2’,3’-O-isopropylidenecytidine

Guidance literature:

N₄-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-2',3'-O-isopropylidenecytidine; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 3h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 - 25 ℃;

DOI:10.1002/hlca.201400156

Reference yield:

N4-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-2',3'-O-isopropylidenecytidine (1309371-90-1) → C54H70N6O11SSi (1309372-02-8)

Guidance literature:

Multi-step reaction with 7 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

3.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 °C

4.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 20 h / 23 °C

5.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.17 h / 0 °C

5.2: 1.5 h / 0 °C

6.1: methanol; potassium carbonate / 0.17 h

7.1: 12 h

With methanol; dmap; sodium tetrahydroborate; di-isopropyl azodicarboxylate; potassium carbonate; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; 5.1: Mitsunobu reaction / 5.2: Mitsunobu reaction;

DOI:10.1002/hlca.201000451

upstream raw materials:

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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