C₅₃H₆₄N₄O₉

Base Information

• Chemical Name: C₅₃H₆₄N₄O₉
• CAS No.: 182000-03-9
• Molecular Formula: C₅₃H₆₄N₄O₉
• Molecular Weight: 901.113
• Mol file: 182000-03-9.mol

Synonyms:C₅₃H₆₄N₄O₉

Chemical Property of C₅₃H₆₄N₄O₉

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₅₃H₆₄N₄O₉

There total 7 articles about C₅₃H₆₄N₄O₉ 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%

tris(4-t-butylphenyl)methyl chloride (7050-16-0) + 1-((2R,4S,5R)-4-{3-[(2R,3S,5R)-3-Hydroxy-5-(4-hydroxy-5-methyl-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-prop-2-ynyloxy}-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione (181999-90-6) → C53H64N4O9 (182000-03-9)

Guidance literature:

With triethylamine; In pyridine; at 60 ℃; for 22h;

DOI:10.1016/0040-4039(96)01164-1

Reference yield:

1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-hydroxy-prop-1-ynyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (181999-85-9) → C53H64N4O9 (182000-03-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / DBU / dimethylformamide / 3.5 h / 0 °C

2: 65 percent / CBr₄, Ph₃P / CH₂Cl₂

3: 37 percent / NaH, nBu₄NI / tetrahydrofuran / 3 h / Ambient temperature

4: 86 percent / DDQ / CH₂Cl₂; H₂O / 1.5 h / Ambient temperature

5: 89 percent / TBAF / tetrahydrofuran / 4 h / Ambient temperature

6: 84 percent / Et₃N / pyridine / 22 h / 60 °C

With carbon tetrabromide; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; pyridine; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(96)01164-1

Reference yield:

1-(2,5,6-trideoxy-6,6-dibromo-3-O-(tert-butyldiphenylsilyl)-β-D-erythro-hex-5-enofuranosyl)-5-methyluracil (181999-83-7) → C53H64N4O9 (182000-03-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 60 percent / BuLi / -78 - 25 °C

2: 85 percent / DBU / dimethylformamide / 3.5 h / 0 °C

3: 65 percent / CBr₄, Ph₃P / CH₂Cl₂

4: 37 percent / NaH, nBu₄NI / tetrahydrofuran / 3 h / Ambient temperature

5: 86 percent / DDQ / CH₂Cl₂; H₂O / 1.5 h / Ambient temperature

6: 89 percent / TBAF / tetrahydrofuran / 4 h / Ambient temperature

7: 84 percent / Et₃N / pyridine / 22 h / 60 °C

With n-butyllithium; carbon tetrabromide; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; pyridine; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(96)01164-1

upstream raw materials:

tris(4-t-butylphenyl)methyl chloride

1-((2R,4S,5R)-4-{3-[(2R,3S,5R)-3-Hydroxy-5-(4-hydroxy-5-methyl-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-prop-2-ynyloxy}-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-hydroxy-prop-1-ynyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

1-(2,5,6-trideoxy-6,6-dibromo-3-O-(tert-butyldiphenylsilyl)-β-D-erythro-hex-5-enofuranosyl)-5-methyluracil