Propanoic acid, 2,2-dimethyl-, 3-[[bis(phenylmethoxy)phosphinyl]oxy]-2-[[2-chloro-6-(methylamino)-9H- purin-9-yl]methyl]propyl ester

Base Information

• Chemical Name: Propanoic acid, 2,2-dimethyl-, 3-[[bis(phenylmethoxy)phosphinyl]oxy]-2-[[2-chloro-6-(methylamino)-9H- purin-9-yl]methyl]propyl ester
• CAS No.: 491611-79-1
• Molecular Formula: C29H35ClN5O6P
• Molecular Weight: 616.054
• Mol file: 491611-79-1.mol

Synonyms:

Chemical Property of Propanoic acid, 2,2-dimethyl-, 3-[[bis(phenylmethoxy)phosphinyl]oxy]-2-[[2-chloro-6-(methylamino)-9H- purin-9-yl]methyl]propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Propanoic acid, 2,2-dimethyl-, 3-[[bis(phenylmethoxy)phosphinyl]oxy]-2-[[2-chloro-6-(methylamino)-9H- purin-9-yl]methyl]propyl ester

There total 5 articles about Propanoic acid, 2,2-dimethyl-, 3-[[bis(phenylmethoxy)phosphinyl]oxy]-2-[[2-chloro-6-(methylamino)-9H- purin-9-yl]methyl]propyl ester 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: 90.6%

2,2-dimethylpropanoic anhydride (1538-75-6) + phosphoric acid dibenzyl ester 3-(2-chloro-6-methylamino-purin-9-yl)-2-hydroxymethylpropyl ester (491611-78-0) → 2,2-dimethylpropionic acid 2-(bis-benzyloxy-phosphoryloxymethyl)-3-(2-chloro-6-methylamino-purin-9-yl)propyl ester (491611-79-1)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃;

DOI:10.1021/jm020173u

Reference yield:

Dibenzyl N,N-diisopropylphosphoramidite (108549-23-1) → 2,2-dimethylpropionic acid 2-(bis-benzyloxy-phosphoryloxymethyl)-3-(2-chloro-6-methylamino-purin-9-yl)propyl ester (491611-79-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1H-tetrazole / tetrahydrofuran / 0.33 h / 20 °C

2: 0.526 g / m-CPBA / CH₂Cl₂; tetrahydrofuran / 0.5 h / 20 °C

3: 87.6 percent / K₂CO₃ / methanol / 2 h / 20 °C

4: 90.6 percent / pyridine / CH₂Cl₂ / 20 °C

With pyridine; 1H-tetrazole; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm020173u

Reference yield:

[2-chloro-9-(2,2-dimethyl-[1,3]-dioxan-5-ylmethyl)-9H-purin-6-yl]methylamine (491611-75-7) → 2,2-dimethylpropionic acid 2-(bis-benzyloxy-phosphoryloxymethyl)-3-(2-chloro-6-methylamino-purin-9-yl)propyl ester (491611-79-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 30 percent / H₂O; tetrahydrofuran / 65 - 70 °C

2: 1H-tetrazole / tetrahydrofuran / 0.33 h / 20 °C

3: 0.526 g / m-CPBA / CH₂Cl₂; tetrahydrofuran / 0.5 h / 20 °C

4: 87.6 percent / K₂CO₃ / methanol / 2 h / 20 °C

5: 90.6 percent / pyridine / CH₂Cl₂ / 20 °C

With pyridine; 1H-tetrazole; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1021/jm020173u

upstream raw materials:

2,2-dimethylpropanoic anhydride

phosphoric acid dibenzyl ester 3-(2-chloro-6-methylamino-purin-9-yl)-2-hydroxymethylpropyl ester

Dibenzyl N,N-diisopropylphosphoramidite

[2-chloro-9-(2,2-dimethyl-[1,3]-dioxan-5-ylmethyl)-9H-purin-6-yl]methylamine