(+/-)-9-[(1-methyl)(3-phosphonomethoxy)propyl]-N⁶-(4-monomethoxytrityl)-adenine

Base Information

• Chemical Name: (+/-)-9-[(1-methyl)(3-phosphonomethoxy)propyl]-N⁶-(4-monomethoxytrityl)-adenine
• CAS No.: 889885-50-1
• Molecular Formula: C₃₀H₃₂N₅O₅P
• Molecular Weight: 573.588
• Mol file: 889885-50-1.mol

Synonyms:(+/-)-9-[(1-methyl)(3-phosphonomethoxy)propyl]-N⁶-(4-monomethoxytrityl)-adenine

Chemical Property of (+/-)-9-[(1-methyl)(3-phosphonomethoxy)propyl]-N⁶-(4-monomethoxytrityl)-adenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-9-[(1-methyl)(3-phosphonomethoxy)propyl]-N⁶-(4-monomethoxytrityl)-adenine

There total 5 articles about (+/-)-9-[(1-methyl)(3-phosphonomethoxy)propyl]-N⁶-(4-monomethoxytrityl)-adenine 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:

[3-(6-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-purin-9-yl)-butoxymethyl]-phosphonic acid diisopropyl ester (889886-64-0) → (+/-)-9-[(1-methyl)(3-phosphonomethoxy)propyl]-N6-(4-monomethoxytrityl)-adenine (889885-50-1)

Guidance literature:

With trimethylsilyl iodide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 14h;

DOI:10.1080/15257770500268673

Reference yield:

9-[3-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl]-9H-purin-6-ylamine (917240-78-9) → (+/-)-9-[(1-methyl)(3-phosphonomethoxy)propyl]-N6-(4-monomethoxytrityl)-adenine (889885-50-1)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 20 h / 70 °C

2: 1.97 g / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

3: NaH / dimethylformamide / 24 h / 20 °C

4: 760 mg / Et₃N; trimethylsilyliodide / dimethylformamide / 14 h / 20 °C

With pyridine; trimethylsilyl iodide; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1080/15257770500268673

Reference yield:

(+/-)-9-[(1-methyl)(3-hydroxy)propyl]-N6-(4-monomethoxytrityl)-adenine (889885-34-1) → (+/-)-9-[(1-methyl)(3-phosphonomethoxy)propyl]-N6-(4-monomethoxytrityl)-adenine (889885-50-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylformamide / 24 h / 20 °C

2: 760 mg / Et₃N; trimethylsilyliodide / dimethylformamide / 14 h / 20 °C

With trimethylsilyl iodide; sodium hydride; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1080/15257770500268673

upstream raw materials:

[3-(6-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-purin-9-yl)-butoxymethyl]-phosphonic acid diisopropyl ester

9-[3-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl]-9H-purin-6-ylamine

(+/-)-9-[(1-methyl)(3-hydroxy)propyl]-N⁶-(4-monomethoxytrityl)-adenine

adenine

Downstream raw materials:

(+/-)-9-[(1-methyl)(3-(di-tert-butylcarbonyloxymethylphosphono)methoxy)propyl]-N⁶-(4-monomethoxytrityl)-adenine