(3'S,5'R)-N⁴-benzoyl-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-β-D-ribofuranosyl>cytosine

Base Information

• Chemical Name: (3'S,5'R)-N⁴-benzoyl-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-β-D-ribofuranosyl>cytosine
• CAS No.: 149672-46-8
• Molecular Formula: C₃₉H₃₇N₃O₇
• Molecular Weight: 659.739

Synonyms:(3'S,5'R)-N⁴-benzoyl-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-β-D-ribofuranosyl>cytosine

Chemical Property of (3'S,5'R)-N⁴-benzoyl-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-β-D-ribofuranosyl>cytosine

Chemical Property:

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Technology Process of (3'S,5'R)-N⁴-benzoyl-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-β-D-ribofuranosyl>cytosine

There total 1 articles about (3'S,5'R)-N⁴-benzoyl-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-β-D-ribofuranosyl>cytosine 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: 91.0%

(3'S,5'R)-N4-benzoyl-1-(2'-deoxy-3',5'-ethano-β-D-ribofuranosyl)cytosine (149672-44-6) + (4,4'-dimethoxytriphenyl)methyl trifluoromethanesulfonate → (3'S,5'R)-N4-benzoyl-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-β-D-ribofuranosyl>cytosine (149672-46-8)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane;

DOI:10.1002/hlca.19940770315

Reference yield: 75.0%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + (3'S,5'R)-N4-benzoyl-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-β-D-ribofuranosyl>cytosine (149672-46-8) → (3'S,5'R)-N4-benzoyl-1-<3'-O-<(2-cyanoethoxy)(diisopropylamino)phosphino>-2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-β-D-ribofuranosyl>cytosine

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1002/hlca.19940770315

Reference yield:

(3'S,5'R)-N4-benzoyl-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-β-D-ribofuranosyl>cytosine (149672-46-8) → (3'S,5'R)-N4-benzoyl-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-3'-O-<4-(4-nitrophenyloxy)succinyl>-β-D-ribofuranosyl>cytosine

Guidance literature:

Multi-step reaction with 2 steps

1: 4-(dimethylamino)pyridine / pyridine / 67 h / Ambient temperature

2: DCC / dioxane / 4 h / Ambient temperature

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

DOI:10.1002/hlca.19940770315

upstream raw materials:

(3'S,5'R)-N⁴-benzoyl-1-(2'-deoxy-3',5'-ethano-β-D-ribofuranosyl)cytosine

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