1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)-tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl 2,4,6-triisopropylbenzenesulfonate

Base Information

• Chemical Name: 1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)-tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl 2,4,6-triisopropylbenzenesulfonate
• CAS No.: 136055-13-5
• Molecular Formula: C₃₆H₆₂N₂O₇SSi₂
• Molecular Weight: 723.134
• Mol file: 136055-13-5.mol

Synonyms:1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)-tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl 2,4,6-triisopropylbenzenesulfonate

Chemical Property of 1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)-tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl 2,4,6-triisopropylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)-tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl 2,4,6-triisopropylbenzenesulfonate

There total 1 articles about 1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)-tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl 2,4,6-triisopropylbenzenesulfonate 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:

tert-butyldimethylsilyl chloride (18162-48-6) → 1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)-tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl 2,4,6-triisopropylbenzenesulfonate (136055-13-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / pyridine

2: 73 percent / NaH / tetrahydrofuran

With pyridine; sodium hydride; In tetrahydrofuran;

DOI:10.1016/0040-4039(91)80679-Z

Reference yield: 74.0%

C13H12N2O2 + 1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)-tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl 2,4,6-triisopropylbenzenesulfonate (136055-13-5) → C34H50N4O6Si2

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 90 ℃; for 20h; Inert atmosphere;

DOI:10.1002/chem.201804040

Reference yield: 72.0%

C13H12N2O2 + 1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)-tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl 2,4,6-triisopropylbenzenesulfonate (136055-13-5) → C34H50N4O6Si2

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 90 ℃; for 20h; Inert atmosphere;

DOI:10.1002/chem.201804040

upstream raw materials:

tert-butyldimethylsilyl chloride

Downstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine

3'-O-(2-cyanoethoxy-N,N-diisopropylamin)phosphine-5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine

C₃₂H₃₃N₃O₈

C₄₁H₅₀N₅O₉P