1-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-5-ethyluracil

Base Information

• Chemical Name: 1-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-5-ethyluracil
• CAS No.: 311348-86-4
• Molecular Formula: C₃₃H₄₂N₂O₆Si
• Molecular Weight: 590.792

Synonyms:1-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-5-ethyluracil

Chemical Property of 1-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-5-ethyluracil

Chemical Property:

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Technology Process of 1-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-5-ethyluracil

There total 3 articles about 1-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-5-ethyluracil 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: 92.0%

1-(2-O-acetyl-3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-5-ethyluracil (311348-85-3) → 1-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-5-ethyluracil (311348-86-4)

Guidance literature:

With methanol; triethylamine; at 20 ℃; for 12h;

DOI:10.1021/jm000209n

Reference yield:

5-ethyluracil (4212-49-1) → 1-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-5-ethyluracil (311348-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 77.6 percent / N,O-bis(trimethylsilyl)acetamide; trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 13 h / Heating

2: 92 percent / triethylamine; methanol / 12 h / 20 °C

With methanol; N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; triethylamine; In 1,2-dichloro-ethane;

DOI:10.1021/jm000209n

Reference yield:

1,2-di-O-acetyl-3,5-di-O-benzyl-4-C-triethylsilylethynyl-D-ribo-pentofuranose (233266-82-5) → 1-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-5-ethyluracil (311348-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 77.6 percent / N,O-bis(trimethylsilyl)acetamide; trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 13 h / Heating

2: 92 percent / triethylamine; methanol / 12 h / 20 °C

With methanol; N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; triethylamine; In 1,2-dichloro-ethane;

DOI:10.1021/jm000209n

upstream raw materials:

1-(2-O-acetyl-3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-5-ethyluracil

5-ethyluracil

1,2-di-O-acetyl-3,5-di-O-benzyl-4-C-triethylsilylethynyl-D-ribo-pentofuranose

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