N-2-Acetylguanine

Base Information

• Chemical Name: N-2-Acetylguanine
• CAS No.: 19962-37-9
• Molecular Formula: C7H7N5O2
• Molecular Weight: 193.165
• Hs Code.: 29335995
• Mol file: 19962-37-9.mol

Synonyms:Acetamide,N-(1,6-dihydro-6-oxopurin-2-yl)- (8CI);Acetamide,N-(6,7-dihydro-6-oxo-1H-purin-2-yl)- (9CI);Guanine, N-acetyl- (6CI);2-Acetylamino-6-hydroxypurine;2-N-Acetylguanine;N-Acetylguanine;

Chemical Property of N-2-Acetylguanine

Chemical Property:

• Appearance/Colour: White crystalline
• Melting Point: 260 °C
• Refractive Index: 1.833
• Boiling Point: 329.37°C (rough estimate)
• PKA: 9.06±0.20(Predicted)
• PSA: 103.53000
• Density: 1.831 g/cm³
• LogP: -0.32240
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly)
• Water Solubility.: practically insoluble

Purity/Quality:

99% ^*data from raw suppliers

N2-Acetylguanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Protected guanine

Technology Process of N-2-Acetylguanine

There total 16 articles about N-2-Acetylguanine 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%

2,9-diacetylguanine (3056-33-5) → N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide (19962-37-9)

Guidance literature:

In ethanol; water; for 2h; Reflux;

DOI:10.1002/ejoc.200800892

Reference yield: 97.9%

2-acetylamino-4-amino-6-hydroxy-5-carboxamidopyrimidine → N2-acetylguanine (19962-37-9)

Guidance literature:

With tetrabutylammomium bromide; In 5,5-dimethyl-1,3-cyclohexadiene; at 115 - 125 ℃; for 15h; Reagent/catalyst; Temperature;

Reference yield: 97.8%

N2,9-diacetylguanine → N2-acetylguanine (19962-37-9)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; water; at 20 ℃; for 8h;

upstream raw materials:

acetic anhydride

guanine

2-amino-1,9-dihydro-6H-purin-6-one

2,9-diacetylguanine

Downstream raw materials:

O^2'_,O3'_,O5'-tribenzoyl-guanosine

N²-acetyl-9-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)guanine

N²-acetyl-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)guanine

2'-O-acetyl-5'-O-benzoyl-3'-deoxy-3'-ethoxycarbonylmethyl-2-N-acetylguanosine

Refernces

• 1、 Neves, Jorge L. B.,Lin, Zhenjian,Imperial, Julita S.,Antunes, Agostinho,Vasconcelos, Vitor,Olivera, Baldomero M.,Schmidt, Eric W.. "Small Molecules in the Cone Snail Arsenal". . p. 4933 - 4935. Retrieved 2015.
• 2、 -. "Preparation method of acyclovir intermediate N(2),9-diacetyl guanine". . . Retrieved 2021/03/05.