2-(DIMETHYLAMINO)GUANOSINE

Base Information

• Chemical Name: 2-(DIMETHYLAMINO)GUANOSINE
• CAS No.: 2140-67-2
• Molecular Formula: C12H17N5O5
• Molecular Weight: 311.297
• Hs Code.: 29389090
• Mol file: 2140-67-2.mol

Synonyms:2,2-Dimethylguanosine;2-Dimethylamino-6-oxypurine riboside;N,N-Dimethylguanosine;N2,N2-Dimethylguanosine;

Chemical Property of 2-(DIMETHYLAMINO)GUANOSINE

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 1.27E-19mmHg at 25°C
• Melting Point: 249-251°C
• Refractive Index: 1.786
• Boiling Point: 683.6 °C at 760 mmHg
• PKA: 9.63±0.20(Predicted)
• Flash Point: 367.2 °C
• PSA: 136.73000
• Density: 1.83 g/cm³
• LogP: -2.20290
• Storage Temp.: 2-8°C
• Solubility.: Aqueous Base (Sparingly), DMSO (Slightly), Methanol (Slightly), Water (Slightly,

Purity/Quality:

97% ^*data from raw suppliers

N2,N2-Dimethylguanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: N,N-Dimethylguanosine is a purine nucleoside that is found in human serum and belongs to the group of purines and has been shown to be involved in energy metabolism. N2,N2-Dimethylguanosine has been shown to be present at high levels in patients with autoimmune diseases such as rheumatoid arthritis.
• Uses: 2-(Dimethylamino)guanosine (cas# 2140-67-2) is a compound useful in organic synthesis.

Technology Process of 2-(DIMETHYLAMINO)GUANOSINE

There total 17 articles about 2-(DIMETHYLAMINO)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: 80.0%

2′,3′,5′-tri-O-acetyl-N2,N2-dimethylguanosine (73196-87-9) → N2,N2-dimethylguanosine (2140-67-2)

Guidance literature:

With sodium hydroxide; In pyridine; Ambient temperature;

DOI:10.1021/jo00003a052

Reference yield:

2-fluoro-6-benzyloxy-9-β-D-ribofuranosylpurine (4425-06-3) → N2,N2-dimethylguanosine (2140-67-2)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol

2: H₂ / Pd/C

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1139/v01-179

Reference yield:

2-Amino-6-chloropurine riboside (2004-07-1) → N2,N2-dimethylguanosine (2140-67-2)

Guidance literature:

Multi-step reaction with 4 steps

1: phenylmethanol

2: sodium nitrite; HBF₄ / H₂O

3: methanol

4: H₂ / Pd/C

With tetrafluoroboric acid; hydrogen; sodium nitrite; palladium on activated charcoal; In methanol; water; benzyl alcohol;

DOI:10.1139/v01-179

upstream raw materials:

2′,3′,5′-tri-O-acetyl-N²,N²-dimethylguanosine

dimethyl amine

2-fluoro-O⁶-<2-(4-nitrophenyl)ethyl>inosine

2',3',5'-tris-O-acetyl-2-fluoro-O⁶-<2-(4-nitrophenyl)ethyl>inosine

Downstream raw materials:

N,N-dimethylguanosine 5'-phosphate

Refernces

• 1、 -. "METABOLITE BIOMARKERS FOR THE DETECTION OF ESOPHAGEAL CANCER USING MS". . . Retrieved 2012/05/07.
• 2、 Sekine, Mitsuo,Kadokura, Michinori,Satoh, Takahiko,Seio, Kohji,Wada, Takeshi,Fischer, Utz,Sumpter, Vicki,Lührmann, Reinhard. "Chemical synthesis of a 5′-terminal TMG-capped triribonucleotide m32,2,7G5′ pppAmpUmpA of U1 RNA". . p. 4412 - 4422. Retrieved 2007/10/03.