N2-Phenylacetyl guanosine

Base Information

• Chemical Name: N2-Phenylacetyl guanosine
• CAS No.: 132628-16-1
• Molecular Formula: C18H19N5O6
• Molecular Weight: 401.379
• Mol file: 132628-16-1.mol

Synonyms:Guanosine,N-(phenylacetyl)- (9CI);Guanosine,N-(2-phenylacetyl)-;

Chemical Property of N2-Phenylacetyl guanosine

Chemical Property:

• Melting Point: 189 °C
• Refractive Index: 1.784
• PKA: 8.80±0.20(Predicted)
• PSA: 162.59000
• Density: 1.74 g/cm³
• LogP: -1.01470
• Storage Temp.: 2-8°C

Purity/Quality:

98%, ^*data from raw suppliers

N-(9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)-2-phenylacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N2-Phenylacetyl guanosine

There total 9 articles about N2-Phenylacetyl 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: 98.09%

C33H59N5O6Si5 → 2-N-(phenylacetyl)-9-(β-D-ribofuranosyl)-guanine (132628-16-1)

Guidance literature:

With water; at 15 - 30 ℃; for 5h;

Reference yield: 59.0%

→ 2-N-(phenylacetyl)-9-(β-D-ribofuranosyl)-guanine (132628-16-1)

Guidance literature:

Reference yield:

N-[9-(3,4-bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-2-phenyl-acetamide → 2-N-(phenylacetyl)-9-(β-D-ribofuranosyl)-guanine (132628-16-1)

Guidance literature:

With ammonium hydroxide; In pyridine; acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1016/j.carres.2007.11.009

upstream raw materials:

1-phenylacetoxy-1H-benzotriazole

G

2'-O-<1-(2-fluorophenyl)-4-methoxypiperidin-4-yl>-2-N-(phenylacetyl)guanosine

2'-O-[1-(4-Chlorophenyl)-4-ethoxypiperidin-4-yl]-2-N-(phenylacetyl)guanosine

Downstream raw materials:

2-N-(Phenacetyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)guanosine

N-[9-((2R,3R,4S,5S)-5-Chloromethyl-3,4-dihydroxy-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-2-phenyl-acetamide

N-[9-((4aR,6R,7R,7aS)-2,2-Di-tert-butyl-7-hydroxy-tetrahydro-furo[3,2-d][1,3,2]dioxasilin-6-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-2-phenyl-acetamide

2,4,6-Trimethyl-benzenesulfonic acid 9-((2R,3R,4R,5R)-3,4-bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-2-phenylacetylamino-9H-purin-6-yl ester

Refernces

• 1、 Khaled, Amira,Piotrowska, Olga,Dominiak, Katarzyna,Auge, Claudine. "Exploring specificity of glycosyltransferases: synthesis of new sugar nucleotide related molecules as putative donor substrates". . p. 167 - 178. Retrieved 2008/09/19.
• 2、 -. "Synthesis of DNA using substituted phenylacetyl-protected nucleotides". . . Retrieved 2008/06/13.