5-acetoxymethyl-2’-deoxyuridine

Base Information

• Chemical Name: 5-acetoxymethyl-2’-deoxyuridine
• CAS No.: 148380-55-6
• Molecular Formula: C₁₂H₁₆N₂O₇
• Molecular Weight: 300.268
• Mol file: 148380-55-6.mol

Synonyms:5-acetoxymethyl-2’-deoxyuridine

Chemical Property of 5-acetoxymethyl-2’-deoxyuridine

Chemical Property:

• Density: 1.469±0.06 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-acetoxymethyl-2’-deoxyuridine

There total 3 articles about 5-acetoxymethyl-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: 84.0%

2'-deoxy-5-(hydroxymethyl)uridine (5116-24-5,15425-01-1,143156-50-7) + acetic acid (64-19-7,77671-22-8) → 5-acetoxymethyl-2’-deoxyuridine (148380-55-6)

Guidance literature:

With trifluoroacetic acid; Heating;

DOI:10.1021/jo00059a011

Reference yield:

2'-deoxyuridine (951-78-0,63844-76-8) → 5-acetoxymethyl-2’-deoxyuridine (148380-55-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / 0.5N KOH / H₂O / 120 h / 40 °C

2: 84 percent / CF₃COOH / Heating

With potassium hydroxide; trifluoroacetic acid; In water; 1: hydroxymethylation / 2: Acetylation;

Reference yield:

2'-deoxyuridine (951-78-0,63844-76-8) → 5-acetoxymethyl-2’-deoxyuridine (148380-55-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / water / 96 h / 60 °C

2: trifluoroacetic acid / 0.5 h / 120 °C

With triethylamine; trifluoroacetic acid; In water;

DOI:10.1021/jacs.1c03815

upstream raw materials:

2'-deoxy-5-(hydroxymethyl)uridine

acetic acid

2'-deoxyuridine

Downstream raw materials:

C₄₂H₅₁N₄O₁₀P

5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine

5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-2'-deoxyuridine

Refernces

• 1、 Sappa, Sushma,Dey, Debasis,Sudhamalla, Babu,Islam, Kabirul. "Catalytic Space Engineering as a Strategy to Activate C-H Oxidation on 5-Methylcytosine in Mammalian Genome". supporting information. p. 11891 - 11896. Retrieved 2021/08/20.