3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[5-methyl-4-triazolylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside

Base Information

• Chemical Name: 3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[5-methyl-4-triazolylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside
• CAS No.: 80971-34-2
• Molecular Formula: C₃₉H₄₇N₅O₆Si
• Molecular Weight: 709.918
• Mol file: 80971-34-2.mol

Synonyms:3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[5-methyl-4-triazolylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside

Chemical Property of 3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[5-methyl-4-triazolylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[5-methyl-4-triazolylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside

There total 6 articles about 3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[5-methyl-4-triazolylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside 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:

1,2,4-Triazole (288-88-0) + 5'-O-(4,4'-dimethoxytrityl)-3'-O-(t-butyldimethylsilyl)-2'-deoxythymidine (80971-33-1) → 3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[5-methyl-4-triazolylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside (80971-34-2)

Guidance literature:

1,2,4-Triazole; With triethylamine; trichlorophosphate; In acetonitrile; at 0 ℃; for 0.5h;

5'-O-(4,4'-dimethoxytrityl)-3'-O-(t-butyldimethylsilyl)-2'-deoxythymidine; In acetonitrile; at 0 - 20 ℃;

DOI:10.1016/S0040-4020(00)00991-1

Reference yield:

5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) → 3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[5-methyl-4-triazolylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside (80971-34-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: imidazole / dimethylformamide / 12 h / 20 °C

2.1: POCl₃; Et₃N / acetonitrile / 1 h / 0 °C

2.2: acetonitrile / 20 °C

With 1H-imidazole; triethylamine; trichlorophosphate; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tet.2004.07.055

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[5-methyl-4-triazolylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside (80971-34-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: DMAP / pyridine / 1.5 h / 20 °C

2.1: imidazole / dimethylformamide / 12 h / 20 °C

3.1: POCl₃; Et₃N / acetonitrile / 1 h / 0 °C

3.2: acetonitrile / 20 °C

With 1H-imidazole; dmap; triethylamine; trichlorophosphate; In pyridine; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tet.2004.07.055

upstream raw materials:

1,2,4-Triazole

5'-O-(4,4'-dimethoxytrityl)-3'-O-(t-butyldimethylsilyl)-2'-deoxythymidine

4,4'-dimethoxytrityl chloride

tert-butyldimethylsilyl chloride

Downstream raw materials:

3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[4-(N,N-dimethylguanidine)-5-methylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside

3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[4-(N-methylguanidine)-5-methylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside

3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[4-(N,N'-dimethylguanidine)-5-methylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside

1-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-4-(6-hydroxy-hexylamino)-5-methyl-1H-pyrimidin-2-one