N⁴-Benzoyl-1-<2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>cytosin

Base Information

• Chemical Name: N⁴-Benzoyl-1-<2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>cytosin
• CAS No.: 145594-00-9
• Molecular Formula: C₃₈H₃₇N₃O₇
• Molecular Weight: 647.728

Synonyms:N⁴-Benzoyl-1-<2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>cytosin

Chemical Property of N⁴-Benzoyl-1-<2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>cytosin

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

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Technology Process of N⁴-Benzoyl-1-<2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>cytosin

There total 2 articles about N⁴-Benzoyl-1-<2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>cytosin 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: 88.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N4-Benzoyl-1-(2',3'-dideoxy-β-D-glucopyranosyl)cytosin (145593-86-8) → N4-Benzoyl-1-<2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>cytosin (145594-00-9)

Guidance literature:

With pyridine; tetrabutylammonium perchlorate; for 1h; Ambient temperature;

DOI:10.1002/hlca.19920750503

Reference yield:

N4-Benzoyl-1-(4',6'-di-O-acetyl-2',3'-dideoxy-β-D-glucopyranosyl)cytosin (145593-78-8) → N4-Benzoyl-1-<2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>cytosin (145594-00-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / 2N aq. NaOH / tetrahydrofuran; methanol; H₂O / 0.42 h / 0 °C

2: 88 percent / pyridine / (Bu₄N)ClO₄ / 1 h / Ambient temperature

With pyridine; sodium hydroxide; tetrabutylammonium perchlorate; In tetrahydrofuran; methanol; water;

DOI:10.1002/hlca.19920750503

Reference yield:

N4-Benzoyl-1-<2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>cytosin (145594-00-9) → N4-Benzoyl-1-<2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-4'-O-<4-O-(4-nitrophenyl)succinyl>-β-D-glucopyranosyl>cytosin (145594-15-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / 4-(dimethylamino)pyridine, pyridine / 20 h / Ambient temperature

2: 96 percent / pyridine, N,N'-dicyclohexylcarbodiimide / dioxane / 3 h / Ambient temperature

With pyridine; dmap; dicyclohexyl-carbodiimide; In 1,4-dioxane;

DOI:10.1002/hlca.19920750503

upstream raw materials:

4,4'-dimethoxytrityl chloride

N⁴-Benzoyl-1-(2',3'-dideoxy-β-D-glucopyranosyl)cytosin

N⁴-Benzoyl-1-(4',6'-di-O-acetyl-2',3'-dideoxy-β-D-glucopyranosyl)cytosin

Downstream raw materials:

N⁴-Benzoyl-1-<2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-4'-O-<4-O-(4-nitrophenyl)succinyl>-β-D-glucopyranosyl>cytosin

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