5'-deoxyguanosine

Base Information

• Chemical Name: 5'-deoxyguanosine
• CAS No.: 5151-99-5
• Molecular Formula: C10H13N5O4
• Molecular Weight: 267.244
• Mol file: 5151-99-5.mol

Synonyms:

Chemical Property of 5'-deoxyguanosine

Chemical Property:

• Vapor Pressure: 5.31E-20mmHg at 25°C
• Boiling Point: 690.2°Cat760mmHg
• Flash Point: 371.2°C
• PSA: 139.28000
• Density: 2.09g/cm³
• LogP: -1.07790

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5'-deoxyguanosine

There total 4 articles about 5'-deoxyguanosine 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: 47.0%

2-amino-9-((2R,3R,4S,5S)-3,4-dihydroxy-5-(iodomethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one (68200-68-0) → S-guanosyl-methionine (5151-99-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 60 ℃; for 8h; under 760 Torr;

Reference yield:

S-guanosyl-methionine → 3-Methylindole (83-34-1) + S-guanosyl-methionine (5151-99-5) + 3-methylindole-2-carboxylic acid (10590-73-5)

Guidance literature:

With sodium dithionite; radical S-adenosyl-L-methionine enzyme NosL; L-Tryptophan; In aq. buffer; for 1.5h; pH=8; Enzymatic reaction;

DOI:10.1002/anie.201605917

Reference yield:

G (118-00-3) → S-guanosyl-methionine (5151-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / Ph₃P, I₂, imidazole, N-methyl-2-pyrrolidinone / 1) 60 deg C, 2) RT, 3 h

2: 47 percent / hydrogen / 10percent Pd/C / aq. ethanol / 8 h / 60 °C / 760 Torr

With 1H-imidazole; 1-methyl-pyrrolidin-2-one; hydrogen; iodine; triphenylphosphine; palladium on activated charcoal; In ethanol;

upstream raw materials:

2-amino-9-((2R,3R,4S,5S)-3,4-dihydroxy-5-(iodomethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one

G

Refernces

• 1、 McGee, Danny P. C.,Martin, John C.. "Acyclic nucleoside analogues: methods for the preparation of 2',2'-secoguanosine, 5'-deoxy-2',3'-secoguanosine, and (R,S)-9-guanine". . p. 1885 - 1889. Retrieved 2007/10/02.