Methanesulfonic acid (E)-7-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-hept-6-enyl ester

Base Information

• Chemical Name: Methanesulfonic acid (E)-7-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-hept-6-enyl ester
• CAS No.: 172280-75-0
• Molecular Formula: C₄₅H₆₀N₂O₁₀SSi
• Molecular Weight: 849.13

Synonyms:

Chemical Property of Methanesulfonic acid (E)-7-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-hept-6-enyl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (E)-7-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-hept-6-enyl ester

There total 6 articles about Methanesulfonic acid (E)-7-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-hept-6-enyl 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:

4,4'-dimethoxytrityl chloride (40615-36-9) → Methanesulfonic acid (E)-7-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-hept-6-enyl ester (172280-75-0)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dimethylsulfoxide

2: 65 percent / NaH / dimethylsulfoxide

3: 1.) BH₃, dimethylsulfide; 2.) sodium perborate

With sodium perborate; dimethylsulfide; borane; sodium hydride; triethylamine; In dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)78243-8

Reference yield:

3'-O-(tert-butyldimethylsilyl)-4'-(hydroxymethyl)-thymidine (139887-99-3) → Methanesulfonic acid (E)-7-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-hept-6-enyl ester (172280-75-0)

Guidance literature:

Multi-step reaction with 5 steps

1: oxalylchloride, triethylamine / dimethylsulfoxide

2: triethylamine / dimethylsulfoxide

3: 65 percent / NaH / dimethylsulfoxide

4: 1.) BH₃, dimethylsulfide; 2.) sodium perborate

With sodium perborate; dimethylsulfide; Chloro-oxo-acetic acid; borane; sodium hydride; triethylamine; In dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)78243-8

Reference yield:

(2R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carbaldehyde (139888-01-0) → Methanesulfonic acid (E)-7-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-hept-6-enyl ester (172280-75-0)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dimethylsulfoxide

2: 65 percent / NaH / dimethylsulfoxide

3: 1.) BH₃, dimethylsulfide; 2.) sodium perborate

With sodium perborate; dimethylsulfide; borane; sodium hydride; triethylamine; In dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)78243-8

upstream raw materials:

1-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-((E)-7-hydroxy-hept-1-enyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

4,4'-dimethoxytrityl chloride

3'-O-(tert-butyldimethylsilyl)-4'-(hydroxymethyl)-thymidine

(2R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carbaldehyde

Downstream raw materials:

1-[(2R,4S,5R)-5-((E)-7-Azido-hept-1-enyl)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

N-{(E)-7-[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-hept-6-enyl}-2,2,2-trifluoro-acetamide

N-{(E)-7-[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-hept-6-enyl}-2,2,2-trifluoro-acetamide

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