3'-azido-3-[N-15-[6-(3,5-dimethylphenylthio)-5-ethyl-1-(5-oxopentyl)uracil]-4,15-diaza-3-oxopentadecanyl]-3'-deoxy-5'-O-(thexyldimethylsilyl)thymidine

Base Information

• Chemical Name: 3'-azido-3-[N-15-[6-(3,5-dimethylphenylthio)-5-ethyl-1-(5-oxopentyl)uracil]-4,15-diaza-3-oxopentadecanyl]-3'-deoxy-5'-O-(thexyldimethylsilyl)thymidine
• CAS No.: 279220-45-0
• Molecular Formula: C₅₀H₇₉N₉O₈SSi
• Molecular Weight: 994.384

Synonyms:3'-azido-3-[N-15-[6-(3,5-dimethylphenylthio)-5-ethyl-1-(5-oxopentyl)uracil]-4,15-diaza-3-oxopentadecanyl]-3'-deoxy-5'-O-(thexyldimethylsilyl)thymidine

Chemical Property of 3'-azido-3-[N-15-[6-(3,5-dimethylphenylthio)-5-ethyl-1-(5-oxopentyl)uracil]-4,15-diaza-3-oxopentadecanyl]-3'-deoxy-5'-O-(thexyldimethylsilyl)thymidine

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Technology Process of 3'-azido-3-[N-15-[6-(3,5-dimethylphenylthio)-5-ethyl-1-(5-oxopentyl)uracil]-4,15-diaza-3-oxopentadecanyl]-3'-deoxy-5'-O-(thexyldimethylsilyl)thymidine

There total 7 articles about 3'-azido-3-[N-15-[6-(3,5-dimethylphenylthio)-5-ethyl-1-(5-oxopentyl)uracil]-4,15-diaza-3-oxopentadecanyl]-3'-deoxy-5'-O-(thexyldimethylsilyl)thymidine 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: 60.0%

1-(4-carboxybutyl)-6-[(3,5-dimethylphenyl)thio]-5-ethyluracil (279220-26-7) + 3-[[(10-aminodecyl)amino]-3-oxopropyl]-3'-azido-3'-deoxy-5'-O-(thexyldimethylsilyl)thymidine (279220-23-4) → 3'-azido-3-[N-15-[6-(3,5-dimethylphenylthio)-5-ethyl-1-(5-oxopentyl)uracil]-4,15-diaza-3-oxopentadecanyl]-3'-deoxy-5'-O-(thexyldimethylsilyl)thymidine (279220-45-0)

Guidance literature:

1-(4-carboxybutyl)-6-[(3,5-dimethylphenyl)thio]-5-ethyluracil; With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; In N,N-dimethyl-formamide; at 0 ℃; for 3h;

3-[[(10-aminodecyl)amino]-3-oxopropyl]-3'-azido-3'-deoxy-5'-O-(thexyldimethylsilyl)thymidine; In N,N-dimethyl-formamide; for 20h; Further stages.;

DOI:10.1021/jm991125l

Reference yield:

diaminodecane (646-25-3) → 3'-azido-3-[N-15-[6-(3,5-dimethylphenylthio)-5-ethyl-1-(5-oxopentyl)uracil]-4,15-diaza-3-oxopentadecanyl]-3'-deoxy-5'-O-(thexyldimethylsilyl)thymidine (279220-45-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 94 percent / methanol / 74 h / 20 - 40 °C

2.1: 2-chloro-4,6-dimethoxy-1,3,5-triazine; N-methylmorpholine / dimethylformamide / 3 h / 0 °C

2.2: 60 percent / dimethylformamide / 20 h

With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm991125l

Reference yield:

5-bromovaleric acid methyl ester (5454-83-1) → 3'-azido-3-[N-15-[6-(3,5-dimethylphenylthio)-5-ethyl-1-(5-oxopentyl)uracil]-4,15-diaza-3-oxopentadecanyl]-3'-deoxy-5'-O-(thexyldimethylsilyl)thymidine (279220-45-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 19 percent / K₂CO₃ / dimethylformamide / 5 h / 60 °C

2.1: 94 percent / aq. 1 N NaOH / acetone / 3 h / 20 °C

3.1: 2-chloro-4,6-dimethoxy-1,3,5-triazine; N-methylmorpholine / dimethylformamide / 3 h / 0 °C

3.2: 60 percent / dimethylformamide / 20 h

With 4-methyl-morpholine; sodium hydroxide; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; potassium carbonate; In N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm991125l

upstream raw materials:

1-(4-carboxybutyl)-6-[(3,5-dimethylphenyl)thio]-5-ethyluracil

3-[[(10-aminodecyl)amino]-3-oxopropyl]-3'-azido-3'-deoxy-5'-O-(thexyldimethylsilyl)thymidine

diaminodecane

5-bromovaleric acid methyl ester

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