N₄-benzoyl-2',3'-O-isopropylidene-6-{[(4-methoxyphenyl)(diphenyl)methoxy]methyl}cytidine

Base Information

• Chemical Name: N₄-benzoyl-2',3'-O-isopropylidene-6-{[(4-methoxyphenyl)(diphenyl)methoxy]methyl}cytidine
• CAS No.: 1309371-93-4
• Molecular Formula: C₄₀H₃₉N₃O₈
• Molecular Weight: 689.765

Synonyms:N₄-benzoyl-2',3'-O-isopropylidene-6-{[(4-methoxyphenyl)(diphenyl)methoxy]methyl}cytidine

Chemical Property of N₄-benzoyl-2',3'-O-isopropylidene-6-{[(4-methoxyphenyl)(diphenyl)methoxy]methyl}cytidine

Chemical Property:

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Technology Process of N₄-benzoyl-2',3'-O-isopropylidene-6-{[(4-methoxyphenyl)(diphenyl)methoxy]methyl}cytidine

There total 5 articles about N₄-benzoyl-2',3'-O-isopropylidene-6-{[(4-methoxyphenyl)(diphenyl)methoxy]methyl}cytidine 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: 93.0%

N4-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-2',3'-O-isopropylidene-6-{[(4-methoxyphenyl)(diphenyl)methoxy]methyl}cytidine (1309371-92-3) → N4-benzoyl-2',3'-O-isopropylidene-6-{[(4-methoxyphenyl)(diphenyl)methoxy]methyl}cytidine (1309371-93-4)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In tetrahydrofuran; at 23 ℃; for 20h;

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-2',3'-O-isopropylidene-6-{[(4-methoxyphenyl)(diphenyl)methoxy]methyl}cytidine (1309371-93-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / ethanol / 0.5 h

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

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

With dmap; sodium tetrahydroborate; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1002/hlca.201000451

Reference yield:

N4-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-2',3'-O-isopropylidenecytidine (1309371-90-1) → N4-benzoyl-2',3'-O-isopropylidene-6-{[(4-methoxyphenyl)(diphenyl)methoxy]methyl}cytidine (1309371-93-4)

Guidance literature:

Multi-step reaction with 4 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

With dmap; sodium tetrahydroborate; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1002/hlca.201000451

upstream raw materials:

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

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

N₄-benzoyl-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-2',3'-O-isopropylidene-6-{[(4-methoxyphenyl)(diphenyl)methoxy]methyl}cytidine

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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