N(2)-(4-n-butylphenyl)-2'-deoxyguanosine 5'-triphosphate

Base Information

• Chemical Name: N(2)-(4-n-butylphenyl)-2'-deoxyguanosine 5'-triphosphate
• CAS No.: 87782-05-6
• Molecular Formula: C₂₀H₂₈N₅O₁₃P₃
• Molecular Weight: 639.389
• Mol file: 87782-05-6.mol

Synonyms:N(2)-(4-n-butylphenyl)-2’-deoxyguanosine 5’-triphosphate

Chemical Property of N(2)-(4-n-butylphenyl)-2'-deoxyguanosine 5'-triphosphate

Chemical Property:

• PSA: 294.31000
• LogP: 2.27050

Purity/Quality:

N(2)-(4-N-BUTYLPHENYL)-2'-DEOXYGUANOSINE 5'-TRIPHOSPHATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N(2)-(4-n-butylphenyl)-2'-deoxyguanosine 5'-triphosphate

There total 11 articles about N(2)-(4-n-butylphenyl)-2'-deoxyguanosine 5'-triphosphate 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:

(4-Butyl-phenyl)-trimethylsilanyl-(9-trimethylsilanyl-6-trimethylsilanyloxy-9H-purin-2-yl)-amine → N2-(p-n-butylphenyl)-2'-deoxyguanosine 5'-triphosphate (87782-05-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) trimethylsilyl trifluoromethanesulfonate, 2.) NaOCH₃ / 1.) 1,2-dichloroethane, benzene, RT, 2 h, 2.) 60 deg C, 1 h

2: 1.) POCl₃, trimethyl phosphate, 2.) Et₃N / 1.) 0 deg C - 5 deg C

3: 1.) tributylamine, 2.) hexamethylphosphoramide / 1.) water, 2.) 4.5 h

4: tetrakis(tributylammonium) pyrophosphate / 24 h / Ambient temperature

With trimethyl phosphite; N,N,N,N,N,N-hexamethylphosphoric triamide; tributyl-amine; trimethylsilyl trifluoromethanesulfonate; sodium methylate; tri(n-butyl)ammonium pyrophosphate; triethylamine; trichlorophosphate;

DOI:10.1021/jm00368a012

Reference yield:

2-bromo-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)hypoxanthine (41623-91-0) → N2-(p-n-butylphenyl)-2'-deoxyguanosine 5'-triphosphate (87782-05-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 56 percent / 2-methoxy-ethanol / 1.5 h / Heating

2: 98 percent / aq. NH₃ / ethanol / 72 h

3: 81 percent / pyridine / Ambient temperature

4: 83 percent / dimethylformamide / 4.5 h / 35 °C

5: 92 percent / tri-n-butyltin hydride, 2,2'-azobis<2-methylpropionitrile> / toluene / 2 h / Heating

6: 87.4 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h

7: 1.) POCl₃, trimethyl phosphate, 2.) Et₃N / 1.) 0 deg C - 5 deg C

8: 1.) tributylamine, 2.) hexamethylphosphoramide / 1.) water, 2.) 4.5 h

9: tetrakis(tributylammonium) pyrophosphate / 24 h / Ambient temperature

With pyridine; trimethyl phosphite; N,N,N,N,N,N-hexamethylphosphoric triamide; ammonium hydroxide; tributyl-amine; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; tri(n-butyl)ammonium pyrophosphate; triethylamine; trichlorophosphate; In tetrahydrofuran; ethanol; 2-methoxy-ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00368a012

Reference yield:

2-Bromo-9-trimethylsilanyl-6-trimethylsilanyloxy-9H-purine → N2-(p-n-butylphenyl)-2'-deoxyguanosine 5'-triphosphate (87782-05-6)

Guidance literature:

Multi-step reaction with 10 steps

1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 0.25 h / Heating

2: 56 percent / 2-methoxy-ethanol / 1.5 h / Heating

3: 98 percent / aq. NH₃ / ethanol / 72 h

4: 81 percent / pyridine / Ambient temperature

5: 83 percent / dimethylformamide / 4.5 h / 35 °C

6: 92 percent / tri-n-butyltin hydride, 2,2'-azobis<2-methylpropionitrile> / toluene / 2 h / Heating

7: 87.4 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h

8: 1.) POCl₃, trimethyl phosphate, 2.) Et₃N / 1.) 0 deg C - 5 deg C

9: 1.) tributylamine, 2.) hexamethylphosphoramide / 1.) water, 2.) 4.5 h

10: tetrakis(tributylammonium) pyrophosphate / 24 h / Ambient temperature

With pyridine; trimethyl phosphite; N,N,N,N,N,N-hexamethylphosphoric triamide; ammonium hydroxide; tributyl-amine; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; tri(n-butyl)ammonium pyrophosphate; triethylamine; trichlorophosphate; In tetrahydrofuran; ethanol; 2-methoxy-ethanol; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1021/jm00368a012

upstream raw materials:

2-bromo-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)hypoxanthine

N2-(p-n-Butylphenyl)-9-(2-deoxy-β-D-ribofuranosyl)guanine

N²-(p-n-butylphenyl)-2'-deoxyguanosine 5'-phosphate

N²-(p-n-butylphenyl)-9-<2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)-β-D-ribofuranosyl>guanine

Refernces