2-Amino-4-chlor-7-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin

Base Information

• Chemical Name: 2-Amino-4-chlor-7-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin
• CAS No.: 90213-73-3
• Molecular Formula: C₃₂H₃₁ClN₄O₄
• Molecular Weight: 571.076
• Mol file: 90213-73-3.mol

Synonyms:2-Amino-4-chlor-7-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin

Chemical Property of 2-Amino-4-chlor-7-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Amino-4-chlor-7-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin

There total 3 articles about 2-Amino-4-chlor-7-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin 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: 21.0%

2,3,5-tri-O-benzyl-D-arabinofuranosyl bromide (70613-79-5) + 4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine (84955-31-7) → 2-Amino-4-chloro-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-7H-pyrrolo[2,3-d]-pyrimidine (90213-74-4) + 2-Amino-4-chlor-7-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin (90213-73-3)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In 1,2-dimethoxyethane; dichloromethane; for 0.25h; Ambient temperature;

Reference yield:

2-amino-4-chloro-1H-pyrrolo[2,3-d]pyrimidine + 2,3,5-tri-O-benzyl-D-arabinofuranosyl bromide (70613-79-5) + Tris(3,6-dioxaheptyl)amine (70384-51-9) → 2-Amino-4-chloro-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-7H-pyrrolo[2,3-d]-pyrimidine (90213-74-4) + 2-Amino-4-chlor-7-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin (90213-73-3)

Guidance literature:

2-amino-4-chloro-1H-pyrrolo[2,3-d]pyrimidine; Tris(3,6-dioxaheptyl)amine; With potassium hydroxide; In acetonitrile; at 20 ℃; for 0.166667h;

2,3,5-tri-O-benzyl-D-arabinofuranosyl bromide; In acetonitrile; for 0.666667h;

Reference yield:

2,3,5-tri-O-benzyl-1-(4-nitrobenzoyloxy)-D-arabinofuranose (52522-49-3) → 2-Amino-4-chlor-7-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin (90213-73-3)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr / CH₂Cl₂

2: 21 percent / benzyltriethylammonium chloride/50percent NaOH / CH₂Cl₂; 1,2-dimethoxy-ethane / 0.25 h / Ambient temperature

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen bromide; In 1,2-dimethoxyethane; dichloromethane;

upstream raw materials:

2,3,5-tri-O-benzyl-D-arabinofuranosyl bromide

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

2,3,5-tri-O-benzyl-1-(4-nitrobenzoyloxy)-D-arabinofuranose

Tris(3,6-dioxaheptyl)amine