(+/-)-9-[(diisopropylphosphonomethoxy)methyl][(3-(4-monomethoxytrityl)oxy)butyl]-N⁶-monomethoxytrityladenine

Base Information

• Chemical Name: (+/-)-9-[(diisopropylphosphonomethoxy)methyl][(3-(4-monomethoxytrityl)oxy)butyl]-N⁶-monomethoxytrityladenine
• CAS No.: 889885-87-4
• Molecular Formula: C₅₇H₆₂N₅O₇P
• Molecular Weight: 960.122

Synonyms:(+/-)-9-[(diisopropylphosphonomethoxy)methyl][(3-(4-monomethoxytrityl)oxy)butyl]-N⁶-monomethoxytrityladenine

Chemical Property of (+/-)-9-[(diisopropylphosphonomethoxy)methyl][(3-(4-monomethoxytrityl)oxy)butyl]-N⁶-monomethoxytrityladenine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (+/-)-9-[(diisopropylphosphonomethoxy)methyl][(3-(4-monomethoxytrityl)oxy)butyl]-N⁶-monomethoxytrityladenine

There total 7 articles about (+/-)-9-[(diisopropylphosphonomethoxy)methyl][(3-(4-monomethoxytrityl)oxy)butyl]-N⁶-monomethoxytrityladenine 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: 57.0%

(+/-)-9-[1-hydroxymethyl][(3-(4-monomethoxytrityl)oxy)butyl]-N6-monomethoxytrityladenine (889885-86-3) + bis(2-propyl)-p-toluenesulfonyloxymethylphosphonate (35717-98-7) → (+/-)-9-[(diisopropylphosphonomethoxy)methyl][(3-(4-monomethoxytrityl)oxy)butyl]-N6-monomethoxytrityladenine (889885-87-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 15h;

DOI:10.1080/15257770500265315

Reference yield:

2-(6-amino-purin-9-yl)-pentane-1,4-diol (889885-83-0) → (+/-)-9-[(diisopropylphosphonomethoxy)methyl][(3-(4-monomethoxytrityl)oxy)butyl]-N6-monomethoxytrityladenine (889885-87-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 338 mg / imidazole / dimethylformamide / 31 h / 20 °C

2: 1.07 g / pyridine / 14 h / 70 °C

3: 507 mg / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

4: 57 percent / NaH / dimethylformamide / 15 h / 20 °C

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1080/15257770500265315

Reference yield:

(+/-)-9-[1-[(tert-butyldimethylsilyloxy)methyl](3-hydroxy)butyl]adenine (889885-84-1) → (+/-)-9-[(diisopropylphosphonomethoxy)methyl][(3-(4-monomethoxytrityl)oxy)butyl]-N6-monomethoxytrityladenine (889885-87-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.07 g / pyridine / 14 h / 70 °C

2: 507 mg / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

3: 57 percent / NaH / dimethylformamide / 15 h / 20 °C

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

DOI:10.1080/15257770500265315

upstream raw materials:

(+/-)-9-[1-hydroxymethyl][(3-(4-monomethoxytrityl)oxy)butyl]-N⁶-monomethoxytrityladenine

bis(2-propyl)-p-toluenesulfonyloxymethylphosphonate

2-(6-amino-purin-9-yl)-pentane-1,4-diol

(+/-)-9-[1-[(tert-butyldimethylsilyloxy)methyl](3-hydroxy)butyl]adenine

Downstream raw materials:

(+/-)-9-[1-[(di-tert-butylcarbonyloxymethylphosphonomethoxy)methyl](3-(4-monomethoxytrityl)oxy)butyl]-N⁶-(4-monomethoxytrityl)-adenine

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