cis-((5-((4-amino-2-oxopyrimidin-1(2H)-yl)methyl)-1,3-oxathiolan-2-yl)methyl) (2R,3S,5R)-2-((tert-butyldimethylsilyloxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-tetrahydrofuran-3-yl phenyl phosphate

Base Information

• Chemical Name: cis-((5-((4-amino-2-oxopyrimidin-1(2H)-yl)methyl)-1,3-oxathiolan-2-yl)methyl) (2R,3S,5R)-2-((tert-butyldimethylsilyloxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-tetrahydrofuran-3-yl phenyl phosphate
• CAS No.: 1260213-84-0
• Molecular Formula: C₃₁H₄₄N₅O₁₀PSSi
• Molecular Weight: 737.843
• Mol file: 1260213-84-0.mol

Synonyms:cis-((5-((4-amino-2-oxopyrimidin-1(2H)-yl)methyl)-1,3-oxathiolan-2-yl)methyl) (2R,3S,5R)-2-((tert-butyldimethylsilyloxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-tetrahydrofuran-3-yl phenyl phosphate

Chemical Property of cis-((5-((4-amino-2-oxopyrimidin-1(2H)-yl)methyl)-1,3-oxathiolan-2-yl)methyl) (2R,3S,5R)-2-((tert-butyldimethylsilyloxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-tetrahydrofuran-3-yl phenyl phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-((5-((4-amino-2-oxopyrimidin-1(2H)-yl)methyl)-1,3-oxathiolan-2-yl)methyl) (2R,3S,5R)-2-((tert-butyldimethylsilyloxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-tetrahydrofuran-3-yl phenyl phosphate

There total 1 articles about cis-((5-((4-amino-2-oxopyrimidin-1(2H)-yl)methyl)-1,3-oxathiolan-2-yl)methyl) (2R,3S,5R)-2-((tert-butyldimethylsilyloxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-tetrahydrofuran-3-yl phenyl phosphate 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: 46.0%

cis-4-amino-1-((2-(hydroxymethyl)-1,3-oxathiolan-5-yl)methyl)pyrimidin-2(1H)-one + O-phenyl phosphorodichloridate (770-12-7) + 5'-tert-butyldimethylsilyloxy-2'-deoxythymidine (40733-28-6) → cis-((5-((4-amino-2-oxopyrimidin-1(2H)-yl)methyl)-1,3-oxathiolan-2-yl)methyl) (2R,3S,5R)-2-((tert-butyldimethylsilyloxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-tetrahydrofuran-3-yl phenyl phosphate (1260213-84-0)

Guidance literature:

O-phenyl phosphorodichloridate; With pyridine; benzotriazol-1-ol; In tetrahydrofuran; at 20 ℃; for 1h;

5'-tert-butyldimethylsilyloxy-2'-deoxythymidine; In tetrahydrofuran; for 2h;

cis-4-amino-1-((2-(hydroxymethyl)-1,3-oxathiolan-5-yl)methyl)pyrimidin-2(1H)-one; With 1-methyl-1H-imidazole; In tetrahydrofuran; for 3h;

DOI:10.1007/BF03246046

Reference yield: 85.0%

cis-((5-((4-amino-2-oxopyrimidin-1(2H)-yl)methyl)-1,3-oxathiolan-2-yl)methyl) (2R,3S,5R)-2-((tert-butyldimethylsilyloxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-tetrahydrofuran-3-yl phenyl phosphate (1260213-84-0) → cis-((5-((4-amino-2-oxopyrimidin-1(2H)-yl)methyl)-1,3-oxathiolan-2-yl)methyl) (2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl phenyl phosphate (1260213-86-2)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; ethanol; at 20 ℃; for 1h;

DOI:10.1007/BF03246046

upstream raw materials:

O-phenyl phosphorodichloridate

5'-tert-butyldimethylsilyloxy-2'-deoxythymidine

Downstream raw materials:

cis-((5-((4-amino-2-oxopyrimidin-1(2H)-yl)methyl)-1,3-oxathiolan-2-yl)methyl) (2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl phenyl phosphate