{(E)-2-[(2R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-vinyl}-phosphonic acid bis-(2-chloro-phenyl) ester

Base Information

• Chemical Name: {(E)-2-[(2R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-vinyl}-phosphonic acid bis-(2-chloro-phenyl) ester
• CAS No.: 149741-60-6
• Molecular Formula: C₂₉H₃₅Cl₂N₂O₇PSi
• Molecular Weight: 653.571
• Mol file: 149741-60-6.mol

Synonyms:{(E)-2-[(2R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-vinyl}-phosphonic acid bis-(2-chloro-phenyl) ester

Chemical Property of {(E)-2-[(2R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-vinyl}-phosphonic acid bis-(2-chloro-phenyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(E)-2-[(2R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-vinyl}-phosphonic acid bis-(2-chloro-phenyl) ester

There total 7 articles about {(E)-2-[(2R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-vinyl}-phosphonic acid bis-(2-chloro-phenyl) ester 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: 83.0%

3'-tert-butyldimethylsilylthymidine 5'-carboxaldehyde (131118-61-1) + Bis(o-chlorophenyl) (triphenylphosphoranylidenemethyl)phosphonate (149741-59-3) → {(E)-2-[(2R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-vinyl}-phosphonic acid bis-(2-chloro-phenyl) ester (149741-60-6)

Guidance literature:

DOI:10.1016/S0040-4039(00)73545-3

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → {(E)-2-[(2R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-vinyl}-phosphonic acid bis-(2-chloro-phenyl) ester (149741-60-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / pyridine

2: 82 percent / 80percent acetic acid

With acetic acid; In pyridine;

DOI:10.1016/0040-4039(96)01380-9

Reference yield:

5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) → {(E)-2-[(2R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-vinyl}-phosphonic acid bis-(2-chloro-phenyl) ester (149741-60-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / pyridine

2: 82 percent / 80percent acetic acid

With acetic acid; In pyridine;

DOI:10.1016/0040-4039(96)01380-9

upstream raw materials:

3'-tert-butyldimethylsilylthymidine 5'-carboxaldehyde

Bis(o-chlorophenyl) (triphenylphosphoranylidenemethyl)phosphonate

2-monochlorophenol

t-butyldimethylsiyl triflate

Downstream raw materials:

{2-[(2R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl}-phosphonic acid bis-(2-chloro-phenyl) ester

C₄₈H₄₈ClN₄O₁₃P

C₂₇H₃₀ClN₄O₁₁P

{2-[(2R,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl}-phosphonic acid bis-(2-chloro-phenyl) ester