5-(3,3,3-Trifluoro-1-propenyl) 2'-deoxyuridine

Base Information

• Chemical Name: 5-(3,3,3-Trifluoro-1-propenyl) 2'-deoxyuridine
• CAS No.: 69819-96-1
• Molecular Formula: C₁₂H₁₃F₃N₂O₅
• Molecular Weight: 322.241
• UNII: F1QHR1R9S7
• DSSTox Substance ID: DTXSID40220109
• Nikkaji Number: J59.524A
• Wikidata: Q83097199
• ChEMBL ID: CHEMBL2367810
• Mol file: 69819-96-1.mol

Synonyms:(E)-5-(3,3,3-trifluoro-1-propenyl)-dUrd;2'-deoxy-5-(3,3,3-trifluoro-1-propenyl)uridine;5-(3,3,3-trifluoro-1-propenyl) 2'-deoxyuridine

Chemical Property of 5-(3,3,3-Trifluoro-1-propenyl) 2'-deoxyuridine

Chemical Property:

• PSA: 104.81000
• LogP: 0.16510
• XLogP3: 0
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 322.07765601
• Heavy Atom Count: 22
• Complexity: 531

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1N2C=C(C(=O)NC2=O)C=CC(F)(F)F)CO)O
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)/C=C/C(F)(F)F)CO)O

Technology Process of 5-(3,3,3-Trifluoro-1-propenyl) 2'-deoxyuridine

There total 7 articles about 5-(3,3,3-Trifluoro-1-propenyl) 2'-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: 65.0%

5-(3,3,3-trifluoro-1-hydroxypropyl)-2'-deoxyuridine (87985-52-2) → 5-(3,3,3-trifluoro-1-propenyl)-2'-deoxyuridine (69819-96-1)

Guidance literature:

With trifluoroacetic acid; trifluoroacetic anhydride; for 23h; Heating;

DOI:10.1021/jm00369a009

Reference yield: 59.0%

1,1,1-trifluoropropylene (677-21-4) + C5-chloromercuri-2'-deoxyuridine (65505-76-2) → 5-(3,3,3-trifluoro-1-propenyl)-2'-deoxyuridine (69819-96-1) + 5-(3,3,3-trifluoro-1-methoxyprop-1-yl)-2'-deoxyuridine (69819-97-2)

Guidance literature:

With methanol; lithium tetrachloropalladate(II); for 6.5h; Ambient temperature;

DOI:10.1021/jm00369a009

Reference yield: 26.0%

methanol (67-56-1) + 1,1,1-trifluoropropylene (677-21-4) + C5-chloromercuri-2'-deoxyuridine (65505-76-2) → 5-(3,3,3-trifluoro-1-propenyl)-2'-deoxyuridine (69819-96-1) + 5-(3,3,3-trifluoro-1-methoxyprop-1-yl)-2'-deoxyuridine (69819-97-2)

Guidance literature:

With lithium tetrachloropalladate(II); for 6.5h; Ambient temperature;

DOI:10.1021/jm00369a009

upstream raw materials:

methanol

1,1,1-trifluoropropylene

C⁵-chloromercuri-2'-deoxyuridine

5-(3,3,3-trifluoro-1-hydroxypropyl)-2'-deoxyuridine