3'-de(oxyphosphinico)-3'-(methyleneimino)-5'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-3'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridine

Base Information

• Chemical Name: 3'-de(oxyphosphinico)-3'-(methyleneimino)-5'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-3'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridine
• CAS No.: 183737-45-3
• Molecular Formula: C₅₅H₆₉N₅O₁₁Si₂
• Molecular Weight: 1032.35
• Mol file: 183737-45-3.mol

Synonyms:3'-de(oxyphosphinico)-3'-(methyleneimino)-5'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-3'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridine

Chemical Property of 3'-de(oxyphosphinico)-3'-(methyleneimino)-5'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-3'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-de(oxyphosphinico)-3'-(methyleneimino)-5'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-3'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridine

There total 3 articles about 3'-de(oxyphosphinico)-3'-(methyleneimino)-5'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-3'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridine 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: 84.0%

1-[(2R,3S,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-iodo-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (183737-27-1) + 1-[(2R,3R,4R,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-5-methyleneaminooxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (183737-34-0) → 3'-de(oxyphosphinico)-3'-(methyleneimino)-5'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-3'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridine (183737-45-3)

Guidance literature:

With Bis-(trimethylzinn)-benzpinakolat; In benzene; at 80 ℃;

DOI:10.1021/jo961549c

Reference yield:

1-[(2R,3R,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione → 3'-de(oxyphosphinico)-3'-(methyleneimino)-5'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-3'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridine (183737-45-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) pyridine / 1) CH₂Cl₂, -10 deg C, 75 min; 2) CH₂Cl₂, pyridine, -10 deg C, 2.5 h

2: Bu₄NI / xylene / 0.5 h / 140 °C

3: 84 percent / bis(trimethylstannyl)benzopinacolate / benzene / 80 °C

With pyridine; tetra-(n-butyl)ammonium iodide; Bis-(trimethylzinn)-benzpinakolat; In xylene; benzene;

DOI:10.1021/jo961549c

Reference yield:

Trifluoro-methanesulfonic acid (2R,3R,4R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (1054622-19-3) → 3'-de(oxyphosphinico)-3'-(methyleneimino)-5'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-3'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridine (183737-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Bu₄NI / xylene / 0.5 h / 140 °C

2: 84 percent / bis(trimethylstannyl)benzopinacolate / benzene / 80 °C

With tetra-(n-butyl)ammonium iodide; Bis-(trimethylzinn)-benzpinakolat; In xylene; benzene;

DOI:10.1021/jo961549c

upstream raw materials:

1-[(2R,3S,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-iodo-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

1-[(2R,3R,4R,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-5-methyleneaminooxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Trifluoro-methanesulfonic acid (2R,3R,4R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Downstream raw materials:

3'-de(oxyphosphinico)-3'-[methylene(methylimino)]-5'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-3'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridine

3'-de(oxyphosphinico)-3'-[methylene(methylimino)]-5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-2'-O-methyl-5-methyluridine