1-(3'-amino-5'-O-benzyl-2'-O-tert-butyldimethylsilyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)thymine

Base Information

• Chemical Name: 1-(3'-amino-5'-O-benzyl-2'-O-tert-butyldimethylsilyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)thymine
• CAS No.: 1035648-40-8
• Molecular Formula: C₃₁H₄₀N₄O₇SSi
• Molecular Weight: 640.833

Synonyms:1-(3'-amino-5'-O-benzyl-2'-O-tert-butyldimethylsilyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)thymine

Chemical Property of 1-(3'-amino-5'-O-benzyl-2'-O-tert-butyldimethylsilyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)thymine

Chemical Property:

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Technology Process of 1-(3'-amino-5'-O-benzyl-2'-O-tert-butyldimethylsilyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)thymine

There total 1 articles about 1-(3'-amino-5'-O-benzyl-2'-O-tert-butyldimethylsilyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)thymine 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%

1-(3'-amino-5'-O-benzyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)thymine (1035648-38-4) + tert-butyldimethylsilyl chloride (18162-48-6) → 1-(3'-amino-5'-O-benzyl-2'-O-tert-butyldimethylsilyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)thymine (1035648-40-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmc.2008.02.026

Reference yield: 75.0%

1-(3'-amino-5'-O-benzyl-2'-O-tert-butyldimethylsilyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)thymine (1035648-40-8) + di-tert-butyl dicarbonate (24424-99-5) → 1-(3'-amino-5'-O-benzyl-2'-O-tert-butyldimethylsilyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)-3-N-tert-butoxycarbonylthymine (1035648-42-0)

Guidance literature:

In pyridine; dichloromethane; at 20 ℃; for 15h;

DOI:10.1016/j.bmc.2008.02.026

Reference yield: 65.0%

1-(3'-amino-5'-O-benzyl-2'-O-tert-butyldimethylsilyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)thymine (1035648-40-8) + methyl iodide (74-88-4) → 1-(3'-amino-5'-O-benzyl-2'-O-tert-butyldimethylsilyl-3'-C-cyano-3'-deoxy-3'-N-benzylsulfonyl-3'-N-methyl-β-D-ribofuranosyl)-3-N-methylthymine (1035648-59-9)

Guidance literature:

With potassium carbonate; In acetone; for 24h; Heating;

DOI:10.1016/j.bmc.2008.02.026

upstream raw materials:

1-(3'-amino-5'-O-benzyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)thymine

tert-butyldimethylsilyl chloride

Downstream raw materials:

1-(3'-amino-5'-O-benzyl-2'-O-tert-butyldimethylsilyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)-3-N-tert-butoxycarbonylthymine

1-(3'-amino-5'-O-benzyl-2'-O-tert-butyldimethylsilyl-3'-C-cyano-3'-deoxy-3'-N-benzylsulfonyl-3'-N-methyl-β-D-ribofuranosyl)-3-N-methylthymine

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