4-N-phenylamino-5-phenyl-7-(3-O-acetoxy-2β-bromo-2,5-dideoxy-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

Base Information

• Chemical Name: 4-N-phenylamino-5-phenyl-7-(3-O-acetoxy-2β-bromo-2,5-dideoxy-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine
• CAS No.: 291759-45-0
• Molecular Formula: C₂₅H₂₃BrN₄O₃
• Molecular Weight: 507.387
• Mol file: 291759-45-0.mol

Synonyms:4-N-phenylamino-5-phenyl-7-(3-O-acetoxy-2β-bromo-2,5-dideoxy-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

Chemical Property of 4-N-phenylamino-5-phenyl-7-(3-O-acetoxy-2β-bromo-2,5-dideoxy-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-N-phenylamino-5-phenyl-7-(3-O-acetoxy-2β-bromo-2,5-dideoxy-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

There total 1 articles about 4-N-phenylamino-5-phenyl-7-(3-O-acetoxy-2β-bromo-2,5-dideoxy-β-D-ribofuranosyl)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: 63.0%

acetoxyisobutyryl bromide (40635-67-4) + GP683 (144928-17-6) → 4-N-phenylamino-5-phenyl-7-(3-O-acetoxy-2β-bromo-2,5-dideoxy-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine (291759-45-0) + 4-N-phenylamino-5-phenyl-7-(2-O-acetoxy-3β-bromo-3,5-dideoxy-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine (291759-47-2)

Guidance literature:

With water; In acetonitrile; for 0.666667h;

DOI:10.1021/jm0000259

Reference yield: 75.0%

4-N-phenylamino-5-phenyl-7-(3-O-acetoxy-2β-bromo-2,5-dideoxy-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine (291759-45-0) → 4-N-phenylamino-5-phenyl-7-(3-O-acetoxy-2,5-dideoxy-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

Guidance literature:

With hydrogen; 5percentPd(OH)2/C; In methanol; for 72h; under 2585.81 Torr;

DOI:10.1021/jm0000259

Reference yield:

4-N-phenylamino-5-phenyl-7-(3-O-acetoxy-2β-bromo-2,5-dideoxy-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine (291759-45-0) → (2R,3S,5R)-2-Methyl-5-(5-phenyl-4-phenylamino-pyrrolo[2,3-d]pyrimidin-7-yl)-tetrahydro-furan-3-ol

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / H₂ / 5percentPd(OH)2/C / methanol / 72 h / 2585.81 Torr

2: 68 percent / NaOMe; MeOH / 1 h / 20 °C

With methanol; hydrogen; sodium methylate; 5percentPd(OH)2/C; In methanol; 1: debromination / 2: Deacetylation;

DOI:10.1021/jm0000259

upstream raw materials:

acetoxyisobutyryl bromide

GP683