5-[3-(TRIFLUOROACETAMIDO)-E-1-PROPENYL]-2'-DEOXYURIDINE

Base Information

• Chemical Name: 5-[3-(TRIFLUOROACETAMIDO)-E-1-PROPENYL]-2'-DEOXYURIDINE
• CAS No.: 115794-55-3
• Molecular Formula: C14H16F3N3O6
• Molecular Weight: 379.29
• Mol file: 115794-55-3.mol

Synonyms:5-[3-(TRIFLUOROACETAMIDO)-E-1-PROPENYL]-2-DEOXYURIDINE;TFA-aa-dU;5-[3-(TrifluoroacetaMido)-1-(E)-propenyl]-2-deoxyuridine

Chemical Property of 5-[3-(TRIFLUOROACETAMIDO)-E-1-PROPENYL]-2'-DEOXYURIDINE

Chemical Property:

• PKA: 8.83±0.10(Predicted)
• PSA: 133.65000
• Density: 1.593±0.06 g/cm3(Predicted)
• LogP: -0.74010

Purity/Quality:

97% ^*data from raw suppliers

5-[3-(Trifluoroacetamido)-E-1-propenyl]-2’-deoxyuridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-[3-(Trifluoroacetamido)-E-1-propenyl]-2’-deoxyuridine can be used as reactant/reagent for "Corey''s reagent," 3,5-di-tert-butyl-1,2-benzoquinone, as a modifying agent in the synthesis of fluorescent and double-headed nucleosides.

Technology Process of 5-[3-(TRIFLUOROACETAMIDO)-E-1-PROPENYL]-2'-DEOXYURIDINE

There total 3 articles about 5-[3-(TRIFLUOROACETAMIDO)-E-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: 76.0%

N-allyltrifluoroacetamide (383-65-3) + 5-Iodo-2'-deoxyuridine (54-42-2,162239-35-2) → 5-(3''-trifluoroacetamidoallyl)-2'-deoxyuridine (115794-55-3)

Guidance literature:

With sodium tetrachloropalladate; In acetate buffer; N,N-dimethyl-formamide; at 70 ℃; for 2h;

DOI:10.1021/ol016626r

Reference yield: 49.0%

N-allyltrifluoroacetamide (383-65-3) + C5-chloromercuri-2'-deoxyuridine (65505-76-2) → 5-(3''-trifluoroacetamidoallyl)-2'-deoxyuridine (115794-55-3)

Guidance literature:

With potassium tetrachloropalladate(II); sodium acetate; at 20 ℃; for 72h; pH=5.2;

DOI:10.1021/ja0205075

Reference yield:

lithium pentachloropalladate + N-allyltrifluoroacetamide (383-65-3) + C5-chloromercuri-2'-deoxyuridine (65505-76-2) → 5-(3''-trifluoroacetamidoallyl)-2'-deoxyuridine (115794-55-3)

Guidance literature:

In methanol; chloroform;

upstream raw materials:

N-allyltrifluoroacetamide

5-Iodo-2'-deoxyuridine

C⁵-chloromercuri-2'-deoxyuridine

Downstream raw materials:

5'-O-DMT-5-(3-trifluoroacetylaminoprop-1-enyl)-2'-deoxyuridine

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