3'-O-acetyl-5-(3''-trifluoroacetamidopropynyl)-5'-O-dimethoxytrityl-2'-deoxyuridine

Base Information

• Chemical Name: 3'-O-acetyl-5-(3''-trifluoroacetamidopropynyl)-5'-O-dimethoxytrityl-2'-deoxyuridine
• CAS No.: 244285-86-7
• Molecular Formula: C₃₇H₃₄F₃N₃O₉
• Molecular Weight: 721.687
• Mol file: 244285-86-7.mol

Synonyms:3'-O-acetyl-5-(3''-trifluoroacetamidopropynyl)-5'-O-dimethoxytrityl-2'-deoxyuridine

Chemical Property of 3'-O-acetyl-5-(3''-trifluoroacetamidopropynyl)-5'-O-dimethoxytrityl-2'-deoxyuridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-O-acetyl-5-(3''-trifluoroacetamidopropynyl)-5'-O-dimethoxytrityl-2'-deoxyuridine

There total 4 articles about 3'-O-acetyl-5-(3''-trifluoroacetamidopropynyl)-5'-O-dimethoxytrityl-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: 98.0%

acetic anhydride (108-24-7) + 5-(3-trifluoroacetamidopropargyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine (120016-97-9) → 3'-O-acetyl-5-(3''-trifluoroacetamidopropynyl)-5'-O-dimethoxytrityl-2'-deoxyuridine (244285-86-7)

Guidance literature:

With dmap; triethylamine; In pyridine; at 20 ℃; for 2.5h;

DOI:10.1021/ja9816436

Reference yield:

trifluoroacetyl-propargyl amine (14719-21-2) → 3'-O-acetyl-5-(3''-trifluoroacetamidopropynyl)-5'-O-dimethoxytrityl-2'-deoxyuridine (244285-86-7)

Guidance literature:

Multi-step reaction with 3 steps

1: (Ph₃P)4Pd; Et₃N; CuI / dimethylformamide / 5 h / 40 °C

2: 99 percent / Et₃N; DMAP / pyridine / 4 h / 0 - 20 °C

3: 98 percent / Et₃N; DMAP / pyridine / 2.5 h / 20 °C

With dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In pyridine; N,N-dimethyl-formamide; 1: Substitution / 2: tritylation / 3: Acetylation;

DOI:10.1021/ja9816436

Reference yield:

5-Iodo-2'-deoxyuridine (54-42-2,162239-35-2) → 3'-O-acetyl-5-(3''-trifluoroacetamidopropynyl)-5'-O-dimethoxytrityl-2'-deoxyuridine (244285-86-7)

Guidance literature:

Multi-step reaction with 3 steps

1: (Ph₃P)4Pd; Et₃N; CuI / dimethylformamide / 5 h / 40 °C

2: 99 percent / Et₃N; DMAP / pyridine / 4 h / 0 - 20 °C

3: 98 percent / Et₃N; DMAP / pyridine / 2.5 h / 20 °C

With dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In pyridine; N,N-dimethyl-formamide; 1: Substitution / 2: tritylation / 3: Acetylation;

DOI:10.1021/ja9816436

upstream raw materials:

acetic anhydride

5-(3-trifluoroacetamidopropargyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

trifluoroacetyl-propargyl amine

5-Iodo-2'-deoxyuridine

Downstream raw materials:

5-(3-amino-1-propynyl)-2'-deoxyuridine 5'-triphosphate