4-amino-7-[methyl 3,5-bis-O-(2,4-dichlorobenzyl)-α-D-arabinofuranosid-2-yl]-7H-pyrrolo[2,3-d]pyrimidine

Base Information

• Chemical Name: 4-amino-7-[methyl 3,5-bis-O-(2,4-dichlorobenzyl)-α-D-arabinofuranosid-2-yl]-7H-pyrrolo[2,3-d]pyrimidine
• CAS No.: 1312805-18-7
• Molecular Formula: C₂₆H₂₄Cl₄N₄O₄
• Molecular Weight: 598.313
• Mol file: 1312805-18-7.mol

Synonyms:4-amino-7-[methyl 3,5-bis-O-(2,4-dichlorobenzyl)-α-D-arabinofuranosid-2-yl]-7H-pyrrolo[2,3-d]pyrimidine

Chemical Property of 4-amino-7-[methyl 3,5-bis-O-(2,4-dichlorobenzyl)-α-D-arabinofuranosid-2-yl]-7H-pyrrolo[2,3-d]pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-amino-7-[methyl 3,5-bis-O-(2,4-dichlorobenzyl)-α-D-arabinofuranosid-2-yl]-7H-pyrrolo[2,3-d]pyrimidine

There total 5 articles about 4-amino-7-[methyl 3,5-bis-O-(2,4-dichlorobenzyl)-α-D-arabinofuranosid-2-yl]-7H-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: 77.0%

4-chloro-7-[methyl 3,5-bis-O-(2,4-dichlorobenzyl)-α-D-arabinofuranosid-2-yl]-7H-pyrrolo[2,3-d]pyrimidine (1312805-14-3) → 4-amino-7-[methyl 3,5-bis-O-(2,4-dichlorobenzyl)-α-D-arabinofuranosid-2-yl]-7H-pyrrolo[2,3-d]pyrimidine (1312805-18-7)

Guidance literature:

With ammonia; In methanol; at 0 - 120 ℃; Autoclave;

DOI:10.1055/s-0030-1259961

Reference yield:

methyl 2,3,5-tris-O-(2,4-dichlorobenzyl)-β-D-ribofuranoside (163759-40-8) → 4-amino-7-[methyl 3,5-bis-O-(2,4-dichlorobenzyl)-α-D-arabinofuranosid-2-yl]-7H-pyrrolo[2,3-d]pyrimidine (1312805-18-7)

Guidance literature:

Multi-step reaction with 4 steps

1: tin(IV) chloride / dichloromethane / 28 h / 0 °C / Inert atmosphere

2: pyridine / 1 h / -40 - 0 °C / Inert atmosphere

3: caesium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

4: ammonia / methanol / 0 - 120 °C / Autoclave

With pyridine; ammonia; tin(IV) chloride; caesium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-0030-1259961

Reference yield:

methyl 3,5-bis-O-(2,4-dichlorobenzyl)-2-O-(trifluoromethylsulfonyl)-α-D-ribofuranoside (1312805-13-2) → 4-amino-7-[methyl 3,5-bis-O-(2,4-dichlorobenzyl)-α-D-arabinofuranosid-2-yl]-7H-pyrrolo[2,3-d]pyrimidine (1312805-18-7)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

2: ammonia / methanol / 0 - 120 °C / Autoclave

With ammonia; caesium carbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1055/s-0030-1259961

upstream raw materials:

methyl 3,5-bis-O-(2,4-dichlorobenzyl)-2-O-(trifluoromethylsulfonyl)-α-D-ribofuranoside

4-chloro-7-[methyl 3,5-bis-O-(2,4-dichlorobenzyl)-α-D-arabinofuranosid-2-yl]-7H-pyrrolo[2,3-d]pyrimidine

(3R,4S,5R)-4-((2,4-dichlorobenzyl)oxy)-5-(((2,4-dichlorobenzyl)oxy)methyl)-2-methoxytetrahydrofuran-3-ol

methyl 2,3,5-tris-O-(2,4-dichlorobenzyl)-β-D-ribofuranoside