1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)-5-iodouracil

Base Information

• Chemical Name: 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)-5-iodouracil
• CAS No.: 153364-61-5
• Molecular Formula: C₂₀H₁₈IN₃O₁₀S
• Molecular Weight: 619.348

Synonyms:1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)-5-iodouracil

Chemical Property of 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)-5-iodouracil

Chemical Property:

Purity/Quality:

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Technology Process of 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)-5-iodouracil

There total 1 articles about 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)-5-iodouracil 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:

5-iodouracil (696-07-1) + 1,2-di-O-acetyl-5-O-benzoyl-3-C-cyano-3-O-mesyl-D-ribofuranose (151215-43-9) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)-5-iodouracil (153364-61-5)

Guidance literature:

With ammonium sulfate; trimethyl((trifluoromethyl)sulfonyl)silane; Yield given. Multistep reaction; 1.) reflux, 2.) acetonitrile, reflux, 4 h;

DOI:10.1021/jm00030a004

Reference yield: 50.0%

potassium cyanide (151-50-8) + 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)-5-iodouracil (153364-61-5) → N6,4''-cyclo-<1-(2'-O-acetyl-5'-O-benzoyl-β-D-ribofuranosyl)uracil>-3'-spiro-5''-(4''-amino-1'',2''-oxathiole 2'',2''-dioxide) + <<1-(2'-O-acetyl-5'-O-benzoyl)-β-D-ribofuranosyl>-6-cyanouracil>-3'-spiro-5''-(4''-amino-1'',2''-oxathiole 2'',2''-dioxide) (153364-56-8)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 7h;

DOI:10.1021/jm00030a004

Reference yield: 40.0%

potassium cyanide (151-50-8) + 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)-5-iodouracil (153364-61-5) → 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)-6-cyanouracil + <<1-(2'-O-acetyl-5'-O-benzoyl)-β-D-ribofuranosyl>-6-cyanouracil>-3'-spiro-5''-(4''-amino-1'',2''-oxathiole 2'',2''-dioxide) (153364-56-8)

Guidance literature:

In N,N-dimethyl-formamide; for 4h; Ambient temperature;

DOI:10.1021/jm00030a004

upstream raw materials:

5-iodouracil

1,2-di-O-acetyl-5-O-benzoyl-3-C-cyano-3-O-mesyl-D-ribofuranose

1,1,1,3,3,3-hexamethyl-disilazane

Downstream raw materials:

<<1-(2'-O-acetyl-5'-O-benzoyl)-β-D-ribofuranosyl>-6-cyanouracil>-3'-spiro-5''-(4''-amino-1'',2''-oxathiole 2'',2''-dioxide)

Benzoic acid (5R,6R,8R,9R)-9-acetoxy-4-amino-8-(5-iodo-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dioxo-1,7-dioxa-2λ⁶-thia-spiro[4.4]non-3-en-6-ylmethyl ester

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