1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-ribofuranosyl]-tetrazolo[4,5-c]pyrimidin-2(1H)-one

Base Information

• Chemical Name: 1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-ribofuranosyl]-tetrazolo[4,5-c]pyrimidin-2(1H)-one
• CAS No.: 1454864-22-2
• Molecular Formula: C₃₀H₂₉N₅O₆
• Molecular Weight: 555.59

Synonyms:1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-ribofuranosyl]-tetrazolo[4,5-c]pyrimidin-2(1H)-one

Chemical Property of 1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-ribofuranosyl]-tetrazolo[4,5-c]pyrimidin-2(1H)-one

Chemical Property:

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Technology Process of 1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-ribofuranosyl]-tetrazolo[4,5-c]pyrimidin-2(1H)-one

There total 5 articles about 1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-ribofuranosyl]-tetrazolo[4,5-c]pyrimidin-2(1H)-one 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: 81.0%

1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-3-O-thexyldimethylsilyl-β-D-ribofuranosyl]tetrazolo[4,5-c]pyrimidin-2(1H)-one (1454864-20-0) → 1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-ribofuranosyl]-tetrazolo[4,5-c]pyrimidin-2(1H)-one (1454864-22-2)

Guidance literature:

With TEA-HF; In tetrahydrofuran; at 20 ℃; for 60h;

DOI:10.1039/c3pp25402j

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-ribofuranosyl]-tetrazolo[4,5-c]pyrimidin-2(1H)-one (1454864-22-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridine

2.1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.2: 0.5 h / Inert atmosphere

3.3: 20 °C / Inert atmosphere

4.1: TEA-HF / tetrahydrofuran / 60 h / 20 °C

With pyridine; 1H-imidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1039/c3pp25402j

Reference yield:

2'-deoxyuridine (951-78-0,63844-76-8) → 1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-ribofuranosyl]-tetrazolo[4,5-c]pyrimidin-2(1H)-one (1454864-22-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridine

2.1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.2: 0.5 h / Inert atmosphere

3.3: 20 °C / Inert atmosphere

4.1: TEA-HF / tetrahydrofuran / 60 h / 20 °C

With pyridine; 1H-imidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1039/c3pp25402j

upstream raw materials:

1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-3-O-thexyldimethylsilyl-β-D-ribofuranosyl]tetrazolo[4,5-c]pyrimidin-2(1H)-one

2'-deoxyuridine

4,4'-dimethoxytrityl chloride

DMT-dU

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