Phosphonic acid, [[2-[1,6-dihydro-2-[[(4-methoxyphenyl)diphenylmethyl]amino]-8-methyl-6- oxo-9H-purin-9-yl]ethoxy]methyl]-, diethyl ester

Base Information

• Chemical Name: Phosphonic acid, [[2-[1,6-dihydro-2-[[(4-methoxyphenyl)diphenylmethyl]amino]-8-methyl-6- oxo-9H-purin-9-yl]ethoxy]methyl]-, diethyl ester
• CAS No.: 142613-50-1
• Molecular Formula: C33H38N5O6P
• Molecular Weight: 631.668
• Mol file: 142613-50-1.mol

Synonyms:

Chemical Property of Phosphonic acid, [[2-[1,6-dihydro-2-[[(4-methoxyphenyl)diphenylmethyl]amino]-8-methyl-6- oxo-9H-purin-9-yl]ethoxy]methyl]-, diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphonic acid, [[2-[1,6-dihydro-2-[[(4-methoxyphenyl)diphenylmethyl]amino]-8-methyl-6- oxo-9H-purin-9-yl]ethoxy]methyl]-, diethyl ester

There total 9 articles about Phosphonic acid, [[2-[1,6-dihydro-2-[[(4-methoxyphenyl)diphenylmethyl]amino]-8-methyl-6- oxo-9H-purin-9-yl]ethoxy]methyl]-, diethyl 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: 95.0%

6-O-benzyl-9-<2-<(diethylphosphono)methoxy>ethyl>-N2-(monomethoxytrityl)-8-methylguanine (142613-49-8) → 9-<2-<(diethylphosphono)methoxy>ethyl>-N2-(monomethoxytrityl)-8-methylguanine (142613-50-1)

Guidance literature:

With cyclohexene; palladium dihydroxide; In ethanol; for 0.75h; Heating;

DOI:10.1021/jm00094a005

Reference yield:

diethyl (p-toluenesulfonyloxymethane)phosphonate (31618-90-3) → 9-<2-<(diethylphosphono)methoxy>ethyl>-N2-(monomethoxytrityl)-8-methylguanine (142613-50-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, a) 0 deg C, 1 h, b) RT, 4 h, 2.) DMF, RT, 14 h

2: 95 percent / cyclohexene / 10percent Pd(OH)2/C / ethanol / 0.75 h / Heating

With sodium hydride; cyclohexene; palladium dihydroxide; In ethanol;

DOI:10.1021/jm00094a005

Reference yield:

9-(2-acetoxyethyl)-6-O-benzylguanine (142613-45-4) → 9-<2-<(diethylphosphono)methoxy>ethyl>-N2-(monomethoxytrityl)-8-methylguanine (142613-50-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 98 percent / Et₃N, 4-(dimethylamino)pyridine / dimethylformamide / 16 h / 45 °C

2: potassium carbonate / methanol / 1 h / Ambient temperature

3: 98 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / Ambient temperature

4: 1.) lithium diisopropylamide / 1.) THF, hexane, -78 deg C, 4 h, 2.) THF, hexane, RT, 14 h

5: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature

6: 1.) NaH / 1.) DMF, a) 0 deg C, 1 h, b) RT, 4 h, 2.) DMF, RT, 14 h

7: 95 percent / cyclohexene / 10percent Pd(OH)2/C / ethanol / 0.75 h / Heating

With dmap; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; triethylamine; lithium diisopropyl amide; cyclohexene; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00094a005

upstream raw materials:

6-O-benzyl-9-<2-<(diethylphosphono)methoxy>ethyl>-N²-(monomethoxytrityl)-8-methylguanine

diethyl (p-toluenesulfonyloxymethane)phosphonate

9-(2-acetoxyethyl)-6-O-benzylguanine

6-O-benzyl-9-(2-hydroxyethyl)-N²-(monomethoxytrityl)guanine