2′,3′,5′-tri-O-benzoyl-2′,3',4',5',5''-pentadeuterium-β-D-ribofuranosyl-N⁴-benzoylcytidine

Base Information

• Chemical Name: 2′,3′,5′-tri-O-benzoyl-2′,3',4',5',5''-pentadeuterium-β-D-ribofuranosyl-N⁴-benzoylcytidine
• CAS No.: 1542260-38-7
• Molecular Formula: C₃₇H₂₉N₃O₉
• Molecular Weight: 664.612

Synonyms:2′,3′,5′-tri-O-benzoyl-2′,3',4',5',5''-pentadeuterium-β-D-ribofuranosyl-N⁴-benzoylcytidine

Chemical Property of 2′,3′,5′-tri-O-benzoyl-2′,3',4',5',5''-pentadeuterium-β-D-ribofuranosyl-N⁴-benzoylcytidine

Chemical Property:

Purity/Quality:

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Technology Process of 2′,3′,5′-tri-O-benzoyl-2′,3',4',5',5''-pentadeuterium-β-D-ribofuranosyl-N⁴-benzoylcytidine

There total 5 articles about 2′,3′,5′-tri-O-benzoyl-2′,3',4',5',5''-pentadeuterium-β-D-ribofuranosyl-N⁴-benzoylcytidine 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:

4-N-benzoylcytosine (26661-13-2) + 1-O-acetate-α/β-2,3,5-tribenzoyl-2,3,4,5,5′-pentadeuterium-D-ribofuranoside → 2′,3′,5′-tri-O-benzoyl-2′,3',4',5',5''-pentadeuterium-β-D-ribofuranosyl-N4-benzoylcytidine (1542260-38-7)

Guidance literature:

4-N-benzoylcytosine; With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; for 15h; Reflux;

With tin(IV) chloride; In 1,2-dichloro-ethane; at 40 ℃; for 0.25h;

1-O-acetate-α/β-2,3,5-tribenzoyl-2,3,4,5,5′-pentadeuterium-D-ribofuranoside; In 1,2-dichloro-ethane; for 2.5h; Reflux;

Reference yield:

1-O-methyl-α/β-2,3,4,5,5′-pentadeuterium-D-ribofuranoside → 2′,3′,5′-tri-O-benzoyl-2′,3',4',5',5''-pentadeuterium-β-D-ribofuranosyl-N4-benzoylcytidine (1542260-38-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridine / dichloromethane / 48 h / 0 - 4 °C

2.1: hydrogen bromide / acetic acid / 0.5 h / 20 °C

3.1: pyridine / chloroform / 72 h / 20 °C

4.1: 1,1,1,3,3,3-hexamethyl-disilazane; ammonium sulfate / 15 h / Reflux

4.2: 0.25 h / 40 °C

4.3: 2.5 h / Reflux

With pyridine; ammonium sulfate; hydrogen bromide; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; chloroform; acetic acid;

Reference yield:

methyl ribofuranoside (1824-96-0,1824-97-1,3795-68-4,3795-69-5,4229-54-3,5531-18-0,7473-45-2,13039-63-9,13039-64-0,13039-65-1,13039-67-3,22416-73-5,22861-09-2,25129-51-5,52485-92-4,52689-55-1,52689-56-2,56607-40-0,72880-70-7,79083-42-4,86782-30-1,86782-31-2,89615-03-2,89673-67-6,89707-99-3,102045-32-9,135910-17-7) → 2′,3′,5′-tri-O-benzoyl-2′,3',4',5',5''-pentadeuterium-β-D-ribofuranosyl-N4-benzoylcytidine (1542260-38-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: water-d2 / 168 h / 110 °C / Inert atmosphere

2.1: pyridine / dichloromethane / 48 h / 0 - 4 °C

3.1: hydrogen bromide / acetic acid / 0.5 h / 20 °C

4.1: pyridine / chloroform / 72 h / 20 °C

5.1: 1,1,1,3,3,3-hexamethyl-disilazane; ammonium sulfate / 15 h / Reflux

5.2: 0.25 h / 40 °C

5.3: 2.5 h / Reflux

With pyridine; ammonium sulfate; hydrogen bromide; water-d2; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; chloroform; acetic acid;

upstream raw materials:

methyl ribofuranoside

4-N-benzoylcytosine

Downstream raw materials:

2',3',5'-trihydroxy-2',3',4',5',5-pentadeuterium-β-D-ribofuranosyl-N⁴-benzoyl-cytidine

5'-O-dimethoxytrityl-2',3',5'-trihydroxy-2',3',4',5',5-pentadeuterium-β-D-ribofuranosyl-N⁴-benzoyl-cytidine

5′-O-dimethoxytrityl-2′-O-terbutyldimethylsilyl-3′-O-succinyl pyridinium salt-2′,3',4',5',5''-pentadeuterium-β-D-ribofuranosyl-N⁴-benzoylcytidine

5'-O-dimethoxytrityl-3'-O-terbutyldimethylsilyl-2',3',5'-trihydroxy-2',3',4',5',5-pentadeuterium-β-D-ribofuranosyl-N⁴-benzoyl-cytidine

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