2'-O-Acetyl-N-benzoyl-3'-deoxycytidine

Base Information

• Chemical Name: 2'-O-Acetyl-N-benzoyl-3'-deoxycytidine
• CAS No.: 189026-00-4
• Molecular Formula: C₁₈H₁₉N₃O₆
• Molecular Weight: 373.365
• DSSTox Substance ID: DTXSID90571653
• Wikidata: Q82459810

Synonyms:189026-00-4;2'-O-Acetyl-N-benzoyl-3'-deoxycytidine;DTXSID90571653

Chemical Property of 2'-O-Acetyl-N-benzoyl-3'-deoxycytidine

Chemical Property:

• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 373.12738533
• Heavy Atom Count: 27
• Complexity: 656

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1CC(OC1N2C=CC(=NC2=O)NC(=O)C3=CC=CC=C3)CO
• Isomeric SMILES: CC(=O)O[C@@H]1C[C@H](O[C@H]1N2C=CC(=NC2=O)NC(=O)C3=CC=CC=C3)CO

Technology Process of 2'-O-Acetyl-N-benzoyl-3'-deoxycytidine

There total 1 articles about 2'-O-Acetyl-N-benzoyl-3'-deoxycytidine 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:

N4-benzoyl-5'-O-dimethoxytrityl-3'-deoxyribicytidine (86234-45-9) → Acetic acid (2R,3R,5S)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5-hydroxymethyl-tetrahydro-furan-3-yl ester (189026-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 6 h / Ambient temperature

2: BSA / methanol; CHCl₃ / 0.5 h / 5 °C

With benzenesulfonamide; In pyridine; methanol; chloroform;

DOI:10.1080/07328319708002517

Reference yield:

Diisopropyl-phosphoramidous acid (2R,3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (142103-12-6) + Acetic acid (2R,3R,5S)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5-hydroxymethyl-tetrahydro-furan-3-yl ester (189026-00-4) → Phosphoric acid (2S,4R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Guidance literature:

Multistep reaction;

DOI:10.1080/07328319708002517

Reference yield:

Acetic acid (2R,3R,5S)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5-hydroxymethyl-tetrahydro-furan-3-yl ester (189026-00-4) + Diisopropyl-phosphoramidous acid (2R,3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (157327-97-4) → Phosphoric acid (2R,3R,5S)-2-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (2S,4R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-2-ylmethyl ester

Guidance literature:

Multistep reaction;

DOI:10.1080/07328319708002517

upstream raw materials:

N⁴-benzoyl-5'-O-dimethoxytrityl-3'-deoxyribicytidine

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