(6-([4-(imidazol-1-ylcarbonyl)phenylamino]methyl)-4-oxo-3,4-dihydro-pteridin-2-yl)-carbamic acid 2-trimethylsilylethyl ester

Base Information

• Chemical Name: (6-([4-(imidazol-1-ylcarbonyl)phenylamino]methyl)-4-oxo-3,4-dihydro-pteridin-2-yl)-carbamic acid 2-trimethylsilylethyl ester
• CAS No.: 292045-48-8
• Molecular Formula: C₂₃H₂₆N₈O₄Si
• Molecular Weight: 506.596
• Mol file: 292045-48-8.mol

Synonyms:(6-([4-(imidazol-1-ylcarbonyl)phenylamino]methyl)-4-oxo-3,4-dihydro-pteridin-2-yl)-carbamic acid 2-trimethylsilylethyl ester

Chemical Property of (6-([4-(imidazol-1-ylcarbonyl)phenylamino]methyl)-4-oxo-3,4-dihydro-pteridin-2-yl)-carbamic acid 2-trimethylsilylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6-([4-(imidazol-1-ylcarbonyl)phenylamino]methyl)-4-oxo-3,4-dihydro-pteridin-2-yl)-carbamic acid 2-trimethylsilylethyl ester

There total 3 articles about (6-([4-(imidazol-1-ylcarbonyl)phenylamino]methyl)-4-oxo-3,4-dihydro-pteridin-2-yl)-carbamic acid 2-trimethylsilylethyl 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: 55.0%

2-(Trimethylsilyl)ethanol (2916-68-9) + pteroic acid (119-24-4) + 1,1'-carbonyldiimidazole (530-62-1) → (6-([4-(imidazol-1-ylcarbonyl)phenylamino]methyl)-4-oxo-3,4-dihydro-pteridin-2-yl)-carbamic acid 2-trimethylsilylethyl ester (292045-48-8)

Guidance literature:

pteroic acid; 1,1'-carbonyldiimidazole; With triethylamine; In dimethyl sulfoxide; at 40 ℃; for 5h; Inert atmosphere;

2-(Trimethylsilyl)ethanol; In dimethyl sulfoxide; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tet.2008.12.013

Reference yield: 54.8%

2-(Trimethylsilyl)ethanol (2916-68-9) + Pteroic acid (119-24-4) → (6-([4-(imidazol-1-ylcarbonyl)phenylamino]methyl)-4-oxo-3,4-dihydro-pteridin-2-yl)-carbamic acid 2-trimethylsilylethyl ester (292045-48-8)

Guidance literature:

Pteroic acid; 1,1'-carbonyldiimidazole; With triethylamine; In dimethyl sulfoxide; at 20 ℃; for 3.5h;

2-(Trimethylsilyl)ethanol; In dimethyl sulfoxide; at 20 ℃; for 5h;

Reference yield:

folic acid (59-30-3) → (6-([4-(imidazol-1-ylcarbonyl)phenylamino]methyl)-4-oxo-3,4-dihydro-pteridin-2-yl)-carbamic acid 2-trimethylsilylethyl ester (292045-48-8)

Guidance literature:

Multi-step reaction with 2 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

With Tris-HCl buffer; carboxypeptidase G; triethylamine; zinc(II) chloride; In dimethyl sulfoxide; 1.1: Hydrolysis / 2.1: Substitution / 2.2: Substitution;

DOI:10.1021/jo000132a

upstream raw materials:

2-(Trimethylsilyl)ethanol

pteroic acid

1,1'-carbonyldiimidazole

folic acid

Downstream raw materials:

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

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

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

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