N-(2-Phenoxyacetyl)guanosine

Base Information

• Chemical Name: N-(2-Phenoxyacetyl)guanosine
• CAS No.: 119824-66-7
• Molecular Formula: C18H19N5O7
• Molecular Weight: 417.378
• Mol file: 119824-66-7.mol

Synonyms:N-(2-Phenoxyacetyl)guanosine;N2-Phenoxyacetylguanosine

Chemical Property of N-(2-Phenoxyacetyl)guanosine

Chemical Property:

• Melting Point: 159-160 °C
• PKA: 8.97±0.20(Predicted)
• PSA: 171.82000
• Density: 1.76±0.1 g/cm3(Predicted)
• LogP: -1.17840

Purity/Quality:

97% ^*data from raw suppliers

N2-Phenoxyacetylguanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(2-Phenoxyacetyl)guanosine

There total 20 articles about N-(2-Phenoxyacetyl)guanosine 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: 98.0%

Phenoxyacetyl chloride (701-99-5) + G (118-00-3) → N2-(phenoxyacetyl)guanosine (119824-66-7)

Guidance literature:

G; With pyridine; chloro-trimethyl-silane; In dichloromethane; for 2h;

Phenoxyacetyl chloride; In dichloromethane; at 0 ℃; for 3h;

With methanol; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/ol049096i

Reference yield: 84.0%

3-methyl-1-(phenoxyacetyl)-1H-imidazol-3-ium chloride + G (118-00-3) → N2-(phenoxyacetyl)guanosine (119824-66-7)

Guidance literature:

G; With pyridine; chloro-trimethyl-silane; at 20 ℃; for 2h; Reflux;

3-methyl-1-(phenoxyacetyl)-1H-imidazol-3-ium chloride; With pyridine; In dichloromethane; at 0 - 20 ℃; for 18.5h;

DOI:10.1002/hlca.201000403

Reference yield:

N-[9-((2R,3R,4R,5R)-3,4-Bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-2-phenoxy-acetamide → N2-(phenoxyacetyl)guanosine (119824-66-7)

Guidance literature:

With ammonium hydroxide; In pyridine; water; at 0 ℃; for 0.25h; Yield given;

DOI:10.1016/S0040-4039(00)80466-9

upstream raw materials:

2',3',5'-O-Trisguanosine

Phenoxyacetyl chloride

G

phenoxyacetyl-1-O-benzotriazolide

Downstream raw materials:

N₂-(phenoxyacetyl)-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)guanosine

N₂-(phenoxyacetyl)-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine

N₂-(phenoxyacetyl)-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine 5'-[2-(2-nitrophenyl)propyl carbonate]

N₂-(phenoxyacetyl)-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite) 5'-[2-(2-nitrophenyl)propyl carbonate]