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

Base Information

Chemical Name:3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[4-guanidine-5-methylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside
CAS No.:328311-88-2
Molecular Formula:C₃₈H₄₉N₅O₆Si
Molecular Weight:699.922
Hs Code.:

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

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

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

There total 4 articles about 3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[4-guanidine-5-methylpyrimidin-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: 70.0%

: 50-01-1
guanidine hydrochloride

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

: 328311-88-2
3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[4-guanidine-5-methylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 3h;
DOI:10.1016/S0040-4020(00)00991-1

Reference yield:

: 80971-33-1
5'-O-(4,4'-dimethoxytrityl)-3'-O-(t-butyldimethylsilyl)-2'-deoxythymidine

: 328311-88-2
3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[4-guanidine-5-methylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside

Guidance literature:: Multi-step reaction with 2 steps

1.1: POCl₃; Et₃N / acetonitrile / 0.5 h / 0 °C

1.2: acetonitrile / 0 - 20 °C

2.1: 70 percent / K₂CO₃ / dimethylformamide / 3 h / 100 °C

With potassium carbonate; triethylamine; trichlorophosphate; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(00)00991-1

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 328311-88-2
3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[4-guanidine-5-methylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / imidazole / pyridine / 6 h

2.1: POCl₃; Et₃N / acetonitrile / 0.5 h / 0 °C

2.2: acetonitrile / 0 - 20 °C

3.1: 70 percent / K₂CO₃ / dimethylformamide / 3 h / 100 °C

With 1H-imidazole; potassium carbonate; triethylamine; trichlorophosphate; In pyridine; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(00)00991-1