4-N-phenylamino-5-phenyl-7-(5'-deoxy-2',3'-O-isopropylidene-4'-C-methyl-β-D-ribo-furanosyl)pyrrolo[2,3-d]pyrimidine

Base Information

• Chemical Name: 4-N-phenylamino-5-phenyl-7-(5'-deoxy-2',3'-O-isopropylidene-4'-C-methyl-β-D-ribo-furanosyl)pyrrolo[2,3-d]pyrimidine
• CAS No.: 186456-68-8
• Molecular Formula: C₂₇H₂₈N₄O₃
• Molecular Weight: 456.544
• Mol file: 186456-68-8.mol

Synonyms:4-N-phenylamino-5-phenyl-7-(5'-deoxy-2',3'-O-isopropylidene-4'-C-methyl-β-D-ribo-furanosyl)pyrrolo[2,3-d]pyrimidine

Chemical Property of 4-N-phenylamino-5-phenyl-7-(5'-deoxy-2',3'-O-isopropylidene-4'-C-methyl-β-D-ribo-furanosyl)pyrrolo[2,3-d]pyrimidine

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-N-phenylamino-5-phenyl-7-(5'-deoxy-2',3'-O-isopropylidene-4'-C-methyl-β-D-ribo-furanosyl)pyrrolo[2,3-d]pyrimidine

There total 10 articles about 4-N-phenylamino-5-phenyl-7-(5'-deoxy-2',3'-O-isopropylidene-4'-C-methyl-β-D-ribo-furanosyl)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:

chloro-sugar + Tris(3,6-dioxaheptyl)amine (70384-51-9) + 4-N-phenylamino-5-phenylpyrrolo[2,3-d]pyrimidine (186393-51-1) → 4-N-phenylamino-5-phenyl-7-(5'-deoxy-2',3'-O-isopropylidene-4'-C-methyl-β-D-ribo-furanosyl)pyrrolo[2,3-d]pyrimidine (186456-68-8)

Guidance literature:

With potassium hydroxide; Hexamethylphosphorous triamide; In tetrachloromethane; toluene;

Reference yield:

5-deoxy-2,3-O-isopropylidene-4-C-methyl-D-ribo-furanose + chloro-sugar + 5-phenyl-4-N-phenylaminopyrrolo[2,3-d]pyrimidine (186393-51-1) + Tris(3,6-dioxaheptyl)amine (70384-51-9) → 4-N-phenylamino-5-phenyl-7-(5'-deoxy-2',3'-O-isopropylidene-4'-C-methyl-β-D-ribo-furanosyl)pyrrolo[2,3-d]pyrimidine (186456-68-8)

Guidance literature:

With potassium hydroxide; Hexamethylphosphorous triamide; In tetrachloromethane; toluene;

Reference yield:

5-Deoxy-4-C-methyl-2,3-di-O-(phenylmethyl)-D-ribofuranose → 4-N-phenylamino-5-phenyl-7-(5'-deoxy-2',3'-O-isopropylidene-4'-C-methyl-β-D-ribo-furanosyl)pyrrolo[2,3-d]pyrimidine (186456-68-8)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pd(OH)2/C / ethyl acetate / 3 h / 20 °C / 760 Torr

2: 507 mg / p-TsOH*H₂O / dimethylformamide / 16 h / 20 °C

3: hexamethylphosphorus triamide; CCl₄ / toluene / 1.5 h / -78 - 0 °C

4: 223 mg / KOH; tris[2-(3-methoxyethoxy)ethyl]amine / toluene / 2 h / 20 °C

With tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; tris[2-(3-methoxyethoxy)ethyl]amine; hydrogen; toluene-4-sulfonic acid; palladium dihydroxide; In ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm0503650

upstream raw materials:

Tris(3,6-dioxaheptyl)amine

4-N-phenylamino-5-phenylpyrrolo[2,3-d]pyrimidine

methyl 5-deoxy-2,3-di-O-(phenylmethyl)-D-ribofuranoside

(3S,4R)-3,4-dibenzyloxy-4-([1,3]dithian-2-yl)-2-methylbutan-2-ol