9-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-2,6-diaminopurine

Base Information

• Chemical Name: 9-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-2,6-diaminopurine
• CAS No.: 306305-10-2
• Molecular Formula: C₃₂H₄₀N₆O₄Si
• Molecular Weight: 600.793

Synonyms:9-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-2,6-diaminopurine

Chemical Property of 9-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-2,6-diaminopurine

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-2,6-diaminopurine

There total 4 articles about 9-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-2,6-diaminopurine 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: 93.0%

9-(2-O-acetyl-3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-2,6-diaminopurine (306305-09-9) → 9-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-2,6-diaminopurine (306305-10-2)

Guidance literature:

With methanol; triethylamine; at 20 ℃; for 24h;

DOI:10.1021/jm000209n

Reference yield:

2,6-diaminopurine (1904-98-9) → 9-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-2,6-diaminopurine (306305-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / N,O-bis(trimethylsilyl)acetamide; trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 25.5 h / Heating

2: 93 percent / triethylamine; methanol / 24 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) → 9-(3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-2,6-diaminopurine (306305-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / N,O-bis(trimethylsilyl)acetamide; trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 25.5 h / Heating

2: 93 percent / triethylamine; methanol / 24 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:

9-(2-O-acetyl-3,5-di-O-benzyl-4-C-triethylsilylethynyl-β-D-ribo-pentofuranosyl)-2,6-diaminopurine

2,6-diaminopurine

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

Downstream raw materials:

thiocarbonic acid O-[4-benzyloxy-5-benzyloxymethyl-2-(2,6-diamino-purin-9-yl)-5-triethylsilanylethynyl-tetrahydro-furan-3-yl] ester O-phenyl ester

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