Guanosine, 1-methyl-

Base Information

• Chemical Name: Guanosine, 1-methyl-
• CAS No.: 2140-65-0
• Molecular Formula: C11H15 N5 O5
• Molecular Weight: 297.271
• NSC Number: 70897
• DSSTox Substance ID: DTXSID00862842
• Wikidata: Q161647
• Mol file: 2140-65-0.mol

Synonyms:Guanosine, 1-methyl-;2-amino-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1-methylpurin-6-one;2-amino-1-methyl-9-pentofuranosyl-1,9-dihydro-6h-purin-6-one;Oprea1_459474;SCHEMBL18512921;DTXSID00862842;CHEBI:182026;NSC70897;NSC-70897;AKOS001010655;FT-0778241;Q161647;SR-01000028695;SR-01000028695-1

Chemical Property of Guanosine, 1-methyl-

Chemical Property:

• Vapor Pressure: 7.91E-23mmHg at 25°C
• Melting Point: 163 °C
• Boiling Point: 737.4°Cat760mmHg
• PKA: 13.22±0.70(Predicted)
• Flash Point: 399.7°C
• PSA: 148.65000
• Density: 2.02g/cm³
• LogP: -2.09510
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 297.10731860
• Heavy Atom Count: 21
• Complexity: 474

Purity/Quality:

99%, ^*data from raw suppliers

N1-Methylguanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)C2=C(N=C1N)N(C=N2)C3C(C(C(O3)CO)O)O

Technology Process of Guanosine, 1-methyl-

There total 22 articles about Guanosine, 1-methyl- 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: 100.0%

8-bromo-1-methylguanosine → 1-methylguanosine (2140-65-0)

Guidance literature:

In water; tert-butyl alcohol; at 20 ℃; pH=7; Radiolysis;

DOI:10.1002/anie.200501087

Reference yield: 71.0%

n-Butyldimethylsulfonium Fluoride (76462-74-3) + G (118-00-3) → 1-methylguanosine (2140-65-0)

Guidance literature:

In N,N-dimethyl-formamide; at 90 ℃; for 1h;

DOI:10.1055/s-1980-29238

Reference yield: 69.0%

G (118-00-3) + methyl iodide (74-88-4) → 1-methylguanosine (2140-65-0)

Guidance literature:

G; With sodium hydride; In dimethyl sulfoxide; at 20 ℃; for 1.25h; Inert atmosphere;

methyl iodide; In dimethyl sulfoxide; at 23 ℃; for 5h;

DOI:10.1021/ol400752s

upstream raw materials:

trimethyl phosphite

G

trimethylsulphonium hydroxide

trimethylphenylammonium hydroxide

Downstream raw materials:

paraxanthine

1,7-dimethylguanine

7-N-p-methoxybenzyl-1-methylguanine

1-methylguanine

Refernces

• 1、 Chatgilialoglu, Chryssostomos,Caminal, Clara,Guerra, Maurizio,Mulazzani, Quinto G.. "Tautomers of one-electron-oxidized guanosine". . p. 6030 - 6032. Retrieved 2005.
• 2、 Liu, Jie,Barrio, Jorge R.,Satyamurthy, Nagichettiar. "Kinetics and mechanism of the defluorination of 8-fluoropurine nucleosides in basic and acidic media". . p. 1175 - 1187. Retrieved 2006.
• 3、 Schneider, Christina,Becker, Sidney,Okamura, Hidenori,Crisp, Antony,Amatov, Tynchtyk,Stadlmeier, Michael,Carell, Thomas. "Noncanonical RNA Nucleosides as Molecular Fossils of an Early Earth—Generation by Prebiotic Methylations and Carbamoylations". supporting information. p. 5943 - 5946. Retrieved 2018/04/30.