1-(2-deoxy-β-D-ribofuranosyl)-4-N-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]]cytosine

Base Information

• Chemical Name: 1-(2-deoxy-β-D-ribofuranosyl)-4-N-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]]cytosine
• CAS No.: 292045-51-3
• Molecular Formula: C₃₉H₅₄N₁₀O₁₁Si₂
• Molecular Weight: 895.089
• Mol file: 292045-51-3.mol

Synonyms:1-(2-deoxy-β-D-ribofuranosyl)-4-N-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]]cytosine

Chemical Property of 1-(2-deoxy-β-D-ribofuranosyl)-4-N-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]]cytosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-deoxy-β-D-ribofuranosyl)-4-N-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]]cytosine

There total 8 articles about 1-(2-deoxy-β-D-ribofuranosyl)-4-N-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]]cytosine 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: 70.0%

α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folic acid (292045-47-7) + 2'-Deoxycytidine (951-77-9) → 1-(2-deoxy-β-D-ribofuranosyl)-4-N-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]]cytosine (292045-51-3)

Guidance literature:

With triethylamine; isobutyl chloroformate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1021/jo000132a

Reference yield:

folic acid (59-30-3) → 1-(2-deoxy-β-D-ribofuranosyl)-4-N-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]]cytosine (292045-51-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 12.1 g / carboxypeptidase G; ZnCl₂; Tris-HCl buffer / 336000 h / 30 °C / pH 3.7

2.1: triethylamine / dimethylsulfoxide / 3.5 h / 20 °C

2.2: 50 percent / dimethylsulfoxide / 5 h / 20 °C

3.1: 71 percent / MTBD / dimethylsulfoxide / 21 h / 20 °C

4.1: 70 percent / i-BuO₂CCl; Et₃N / dimethylformamide / 2 h / 20 °C

With Tris-HCl buffer; carboxypeptidase G; triethylamine; 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine; zinc(II) chloride; isobutyl chloroformate; In dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: Hydrolysis / 2.1: Substitution / 2.2: Substitution / 3.1: Substitution / 4.1: Substitution;

DOI:10.1021/jo000132a

Reference yield:

2-(Trimethylsilyl)ethanol (2916-68-9) → 1-(2-deoxy-β-D-ribofuranosyl)-4-N-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]]cytosine (292045-51-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / CDI / CH₂Cl₂ / 18 h / 20 °C

2: 57 percent / TsOH-H₂O / H₂O; dioxane / 3 h / 60 °C

3: 71 percent / MTBD / dimethylsulfoxide / 21 h / 20 °C

4: 70 percent / i-BuO₂CCl; Et₃N / dimethylformamide / 2 h / 20 °C

With toluene-4-sulfonic acid; triethylamine; 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine; 1,1'-carbonyldiimidazole; isobutyl chloroformate; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 1: Esterification / 2: Hydrolysis / 3: Substitution / 4: Substitution;

DOI:10.1021/jo000132a

upstream raw materials:

α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folic acid

2'-Deoxycytidine

folic acid

2-(Trimethylsilyl)ethanol