2-amino-4-chloro-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine

Base Information

• Chemical Name: 2-amino-4-chloro-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine
• CAS No.: 170468-33-4
• Molecular Formula: C₂₅H₂₀ClFN₄O₅
• Molecular Weight: 510.909
• Mol file: 170468-33-4.mol

Synonyms:2-amino-4-chloro-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine

Chemical Property of 2-amino-4-chloro-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 2-amino-4-chloro-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine

There total 2 articles about 2-amino-4-chloro-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine 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: 59.0%

2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide (97614-44-3) + 4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine (84955-31-7) → 2-amino-4-chloro-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine (170468-33-4)

Guidance literature:

With potassium hydroxide; Tris(3,6-dioxaheptyl)amine; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1039/b409648g

Reference yield:

1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose (97614-43-2) → 2-amino-4-chloro-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine (170468-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / HBr; AcOH / CH₂Cl₂ / 16 h / 20 °C

2: 59 percent / KOH; tris[2-(2-methoxyethoxy)ethyl]amine / acetonitrile / 0.5 h / 20 °C

With potassium hydroxide; Tris(3,6-dioxaheptyl)amine; hydrogen bromide; acetic acid; In dichloromethane; acetonitrile;

DOI:10.1039/b409648g

Reference yield: 92.6%

2-amino-4-chloro-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine (170468-33-4) → 2-amino-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine-4(3H)-thione (170468-40-3)

Guidance literature:

With formic acid; thiourea; In ethanol; for 3h; Heating;

DOI:10.1021/jm00020a009

upstream raw materials:

2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide

4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine

1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose

Downstream raw materials:

2-amino-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine

2-amino-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-5,6-dihydropyrrolo<2,3-d>pyrimidine

2-amino-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine-4(3H)-thione

2-amino-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine-4(3H)-selone