Epervudine

Base Information

• Chemical Name: Epervudine
• CAS No.: 60136-25-6
• Molecular Formula: C₁₂H₁₈N₂O₅
• Molecular Weight: 270.285
• UNII: 3G05PH9FAS
• DSSTox Substance ID: DTXSID50208877
• Nikkaji Number: J329.198G
• Wikidata: Q27257170
• NCI Thesaurus Code: C76916
• ChEMBL ID: CHEMBL2104604
• Mol file: 60136-25-6.mol

Synonyms:2'-deoxy-5-isopropyluridine;5-isopropyl-2'-deoxyuridine;Hevizos;IP5-dU

Chemical Property of Epervudine

Chemical Property:

• PSA: 104.81000
• Density: 1.358g/cm³
• LogP: -0.28700
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 270.12157168
• Heavy Atom Count: 19
• Complexity: 420

Purity/Quality:

97% ^*data from raw suppliers

5-Isopropyl-2''-deoxyuridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CN(C(=O)NC1=O)C2CC(C(O2)CO)O
• Isomeric SMILES: CC(C)C1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)O
• Uses: 5-Isopropyl-2'-deoxyuridine (IP5dU) was recently recognized as a clinical useful antiherpetic (HSV-1) agent. 5-Isopropyl-2''-deoxyuridine (IP5dU) was recently recognized as a clinical useful antiherpetic (HSV-1) agent.

Technology Process of Epervudine

There total 6 articles about Epervudine 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: 85.0%

2'-deoxy-3',5'-di-O-(p-tolyl)-β-D-ribofuranoside of 5-i-propyluracil (76540-23-3) → 2'-deoxy-β-D-ribofuranoside of 5-i-propyluracil (60136-25-6)

Guidance literature:

With sodium methylate; In methanol; for 18h; Ambient temperature;

Reference yield:

2,4-bis<(trimethylsilyl)oxy>-5-isopropylpyrimidine (51223-63-3) → 2'-deoxy-β-D-ribofuranoside of 5-i-propyluracil (60136-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: CHCl₃ / Ambient temperature

2: 58 percent / MeONa / methanol

With sodium methylate; In methanol; chloroform;

DOI:10.1080/15257779408013234

Reference yield:

5-isopropyluracil (17432-95-0) → 2'-deoxy-β-D-ribofuranoside of 5-i-propyluracil (60136-25-6)

Guidance literature:

Multi-step reaction with 3 steps

1: HMDS / Heating

2: CHCl₃ / Ambient temperature

3: 58 percent / MeONa / methanol

With sodium methylate; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; chloroform;

DOI:10.1080/15257779408013234

upstream raw materials:

2'-deoxy-3',5'-di-O-(p-tolyl)-β-D-ribofuranoside of 5-i-propyluracil

5-isopropyluracil

5-isopropyl-2-thiouracil

methyl 3-methylbutanoate

Downstream raw materials:

5-isopropyl-2'-deoxyuridine 3',5'-cyclic monophosphate ammonium salt

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