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

Base Information

• Chemical Name: 1-(3'-amino-5'-O-benzyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)thymine
• CAS No.: 1035648-38-4
• Molecular Formula: C₂₅H₂₆N₄O₇S
• Molecular Weight: 526.57

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

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

There total 2 articles about 1-(3'-amino-5'-O-benzyl-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:

3-amino-5-O-benzyl-3-C-cyano-3-deoxy-3-N-phenylmethanesulfonyl-1,2-O-sulfinyl-D-ribofuranose (1035648-34-0) + 2,4-di-O-trimethylsilylthymine (68027-40-7) → 1-(3'-amino-5'-O-benzyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)thymine (1035648-38-4)

Guidance literature:

3-amino-5-O-benzyl-3-C-cyano-3-deoxy-3-N-phenylmethanesulfonyl-1,2-O-sulfinyl-D-ribofuranose; 2,4-di-O-trimethylsilylthymine; at 125 ℃; for 2h;

With water; In methanol; at 65 ℃; for 0.0833333h;

With tetrabutyl ammonium fluoride; In methanol; Further stages.;

DOI:10.1016/j.bmc.2008.02.026

Reference yield:

3-amino-5-O-benzyl-3-C-cyano-3-deoxy-3-N-phenylmethanesulfonyl-1,2-O-sulfinyl-D-ribofuranose (1035648-34-0) + 2,4-di-O-trimethylsilylthymine (68027-40-7) → 1-(3'-amino-5'-O-benzyl-3'-C-cyano-3'-deoxy-3'-N-phenylmethanesulfonyl-β-D-ribofuranosyl)thymine (1035648-38-4) + C28H34N4O7SSi (1035648-36-2)

Guidance literature:

3-amino-5-O-benzyl-3-C-cyano-3-deoxy-3-N-phenylmethanesulfonyl-1,2-O-sulfinyl-D-ribofuranose; 2,4-di-O-trimethylsilylthymine; at 125 ℃; for 2h;

With water; In methanol; at 65 ℃; for 0.0833333h; Further stages. Title compound not separated from byproducts.;

DOI:10.1016/j.bmc.2008.02.026

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

upstream raw materials:

3-amino-5-O-benzyl-3-C-cyano-3-deoxy-3-N-phenylmethanesulfonyl-1,2-O-sulfinyl-D-ribofuranose

2,4-di-O-trimethylsilylthymine

Downstream raw materials:

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

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