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

Base Information

• Chemical Name: (+/-)-9-[1-[(diisopropylphosphono)methoxy]methyl][(3-azido)propyl]-N⁶-(4-monomethoxytrityl)-adenine
• CAS No.: 889885-75-0
• Molecular Formula: C₃₆H₄₃N₈O₅P
• Molecular Weight: 698.762

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (+/-)-9-[1-[(diisopropylphosphono)methoxy]methyl][(3-azido)propyl]-N⁶-(4-monomethoxytrityl)-adenine

There total 5 articles about (+/-)-9-[1-[(diisopropylphosphono)methoxy]methyl][(3-azido)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:

methanesulfonic acid 4-(diisopropoxy-phosphorylmethoxy)-3-(6-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-purin-9-yl)-butyl ester → (+/-)-9-[1-[(diisopropylphosphono)methoxy]methyl][(3-azido)propyl]-N6-(4-monomethoxytrityl)-adenine (889885-75-0)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 100 ℃; for 4h;

DOI:10.1080/15257770500265315

Reference yield:

(+/-)-9-[1-[(diisopropylphosphono)methoxy]methyl][(3-hydroxy)-propyl]-N6-(4-monomethoxytrityl)-adenine (889885-74-9) → (+/-)-9-[1-[(diisopropylphosphono)methoxy]methyl][(3-azido)propyl]-N6-(4-monomethoxytrityl)-adenine (889885-75-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 20 h / 20 °C

2: 458 mg / NaN₃ / dimethylformamide / 4 h / 100 °C

With pyridine; sodium azide; In N,N-dimethyl-formamide;

DOI:10.1080/15257770500265315

Reference yield:

(+/-)-9-[(1-hydroxymethyl)(3-(4-monomethoxytrityl)oxy)propyl]-N6-(4-monomethoxytrityl)-adenine (889885-26-1) → (+/-)-9-[1-[(diisopropylphosphono)methoxy]methyl][(3-azido)propyl]-N6-(4-monomethoxytrityl)-adenine (889885-75-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 69 percent / NaH / dimethylformamide / 15 h / 20 °C

2: 17 percent / HCl / acetonitrile / 24 h / 20 °C

3: pyridine / 20 h / 20 °C

4: 458 mg / NaN₃ / dimethylformamide / 4 h / 100 °C

With pyridine; hydrogenchloride; sodium azide; sodium hydride; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1080/15257770500265315

upstream raw materials:

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

(+/-)-9-[(1-hydroxymethyl)(3-(4-monomethoxytrityl)oxy)propyl]-N⁶-(4-monomethoxytrityl)-adenine

(+/-)-9-[1-[(diisopropylphosphono)methoxymethyl](3-(4-monomethoxytrityl)oxy)-propyl]-N⁶-(4-monomethoxytrityl)-adenine

bis(2-propyl)-p-toluenesulfonyloxymethylphosphonate

Downstream raw materials:

[4-azido-2-(6-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-purin-9-yl)-butoxymethyl]-phosphonic acid

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

2,2-dimethyl-propionic acid [4-azido-2-(6-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-purin-9-yl)-butoxymethyl]-(2,2-dimethyl-propionyloxymethoxy)-phosphinoyloxymethyl ester

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

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