1,5-anhydro-3-O-benzoyl-6-O-monomethoxytrityl-2-deoxy-2-(N⁴-benzoylcytosin-1-yl)-D-altro-hexitol

Base Information

• Chemical Name: 1,5-anhydro-3-O-benzoyl-6-O-monomethoxytrityl-2-deoxy-2-(N⁴-benzoylcytosin-1-yl)-D-altro-hexitol
• CAS No.: 227079-08-5
• Molecular Formula: C₄₄H₃₉N₃O₈
• Molecular Weight: 737.809

Synonyms:1,5-anhydro-3-O-benzoyl-6-O-monomethoxytrityl-2-deoxy-2-(N⁴-benzoylcytosin-1-yl)-D-altro-hexitol

Chemical Property of 1,5-anhydro-3-O-benzoyl-6-O-monomethoxytrityl-2-deoxy-2-(N⁴-benzoylcytosin-1-yl)-D-altro-hexitol

Chemical Property:

Purity/Quality:

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Technology Process of 1,5-anhydro-3-O-benzoyl-6-O-monomethoxytrityl-2-deoxy-2-(N⁴-benzoylcytosin-1-yl)-D-altro-hexitol

There total 11 articles about 1,5-anhydro-3-O-benzoyl-6-O-monomethoxytrityl-2-deoxy-2-(N⁴-benzoylcytosin-1-yl)-D-altro-hexitol 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:

benzoyl chloride (98-88-4) → 1,5-anhydro-3-O-benzoyl-6-O-monomethoxytrityl-2-deoxy-2-(N4-benzoylcytosin-1-yl)-D-altro-hexitol (227079-08-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 3.07 g / 4-dimethylaminopyridine / pyridine / 1.) room temp., 30 min, 2.) 70 deg C, 5 h

2: aq. CF₃COOH / 1 h / Ambient temperature

3: AgNO₃, 2,4,6-collidine / dimethylformamide

With 2,4,6-trimethyl-pyridine; dmap; silver nitrate; trifluoroacetic acid; In pyridine; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(99)00287-2

Reference yield:

1,5-anhydro-4,6-O-benzylidene-2-(cytosin-1-yl)-2-deoxy-D-altro-hexitol (937031-51-1) → 1,5-anhydro-3-O-benzoyl-6-O-monomethoxytrityl-2-deoxy-2-(N4-benzoylcytosin-1-yl)-D-altro-hexitol (227079-08-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 3.07 g / 4-dimethylaminopyridine / pyridine / 1.) room temp., 30 min, 2.) 70 deg C, 5 h

2: aq. CF₃COOH / 1 h / Ambient temperature

3: AgNO₃, 2,4,6-collidine / dimethylformamide

With 2,4,6-trimethyl-pyridine; dmap; silver nitrate; trifluoroacetic acid; In pyridine; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(99)00287-2

Reference yield:

1′,5′-anhydro-4′,6′-O-benzylidene-2′-deoxy-2′-(uracil-1-yl)-D-altro-hexitol (401906-98-7) → 1,5-anhydro-3-O-benzoyl-6-O-monomethoxytrityl-2-deoxy-2-(N4-benzoylcytosin-1-yl)-D-altro-hexitol (227079-08-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent / 4-dimethylaminopyridine / pyridine / 3 h / 80 °C

2: 1.) 1,2,4-triazole, POCl₃, Et₃N, 2.) aq. NH₃ / 1.) pyridine, room temp., 2 h, 2.) dioxane, room temp., overnight

3: 3.07 g / 4-dimethylaminopyridine / pyridine / 1.) room temp., 30 min, 2.) 70 deg C, 5 h

4: aq. CF₃COOH / 1 h / Ambient temperature

5: AgNO₃, 2,4,6-collidine / dimethylformamide

With 1,2,4-Triazole; 2,4,6-trimethyl-pyridine; dmap; ammonium hydroxide; silver nitrate; triethylamine; trifluoroacetic acid; trichlorophosphate; In pyridine; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(99)00287-2

upstream raw materials:

mono-4-methoxytrityl chloride

1,5-anhydro-3-O-benzoyl-2-deoxy-2-(N⁴-benzoylcytosin-1-yl)-D-altro-hexitol

benzoyl chloride

1,5-anhydro-4,6-O-benzylidene-2-(cytosin-1-yl)-2-deoxy-D-altro-hexitol

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