(E)-5-(1-Propenyl)deoxyuridine

Base Information

• Chemical Name: (E)-5-(1-Propenyl)deoxyuridine
• CAS No.: 66270-29-9
• Molecular Formula: C12H16N2O5
• Molecular Weight: 268.27
• Nikkaji Number: J59.523C,J1.626.517I
• Wikidata: Q107964073
• ChEMBL ID: CHEMBL2367811
• Mol file: 66270-29-9.mol

Synonyms:(E)-5-(1-propenyl)-dUrd;2'-deoxy-5-(1-propenyl)uridine;5-(1-propenyl)-2'-deoxyuridine

Chemical Property of (E)-5-(1-Propenyl)deoxyuridine

Chemical Property:

• Melting Point: 191 - 192 °C (acetonitrile)
• PKA: 9.24±0.10(Predicted)
• PSA: 104.81000
• Density: 1.468±0.06 g/cm3(Predicted)
• LogP: -0.37730
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 268.10592162
• Heavy Atom Count: 19
• Complexity: 445

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC=CC1=CN(C(=O)NC1=O)C2CC(C(O2)CO)O
• Isomeric SMILES: C/C=C/C1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)O

Technology Process of (E)-5-(1-Propenyl)deoxyuridine

There total 3 articles about (E)-5-(1-Propenyl)deoxyuridine 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: 29.0%

5-allyl-2'-deoxy-uridine (73-39-2) → (E)-5-(1-propenyl)-2'-deoxyuridine (66270-29-9)

Guidance literature:

With RhCl(PPh₃)3; In ethanol; for 16h; Heating;

DOI:10.1021/jm00363a009

Reference yield:

5-chloromercuri-2'-deoxyuridine (65505-76-2) → (E)-5-(1-propenyl)-2'-deoxyuridine (66270-29-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / 0.1 M Li₂PdCl₄ / methanol / 0.5 h / Ambient temperature

2: 29 percent / Rh(Cl(PPh₃)3 / ethanol / 16 h / Heating

With lithium tetrachloropalladate(II); RhCl(PPh₃)3; In methanol; ethanol;

DOI:10.1021/jm00363a009

Reference yield:

→ 5-(1-propenyl)-2'-deoxyuridine (66270-29-9)

Guidance literature:

Deoxyuridin 2b, Rb(Ph3P)3Cl;

DOI:10.1021/jo00408a026

upstream raw materials:

5-allyl-2'-deoxy-uridine

5-chloromercuri-2'-deoxyuridine

Refernces