2',3',5'-Triacetylguanosine

Base Information

• Chemical Name: 2',3',5'-Triacetylguanosine
• CAS No.: 6979-94-8
• Molecular Formula: C16H19N5O8
• Molecular Weight: 409.356
• Hs Code.: 29349990
• Mol file: 6979-94-8.mol

Synonyms:2',3',5'-Tri-O-acetylguanosine;Guanosine triacetate;NSC 66387;Tri-O-acetylguanosine;Triacetylguanosine;2',3',5'-tri-O-acetylguanosine;2',3',5'-Triacetylguanosine;Acetic acid (2R,3R,4R,5R)-3,4-diace; toxy-5-(2-amino-6-oxo-1,6-dihydro-p; urin-9-yl)-tetrahydro-furan-2-ylmet; hyl ester;guanosine, 2',3',5'-triacetate;

Chemical Property of 2',3',5'-Triacetylguanosine

Chemical Property:

• Appearance/Colour: White Solid
• Melting Point: 226-231 °C(lit.)
• Refractive Index: 1.7500 (estimate)
• Boiling Point: 655.8 °C at 760 mmHg
• PKA: 9?+-.0.20(Predicted)
• Flash Point: 350.4 °C
• PSA: 177.72000
• Density: 1.71 g/cm³
• LogP: -0.39310
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

2’,3’,5’-Tri-O-acetylGuanosine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2’,3’,5’-Tri-O-acetyl Guanosine (cas# 6979-94-8) is a compound useful in organic synthesis.

Technology Process of 2',3',5'-Triacetylguanosine

There total 22 articles about 2',3',5'-Triacetylguanosine 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: 99.0%

acetic anhydride (108-24-7) + G (118-00-3) → 2',3',5'-tri-O-acetyl-guanosine (6979-94-8)

Guidance literature:

With dmap; triethylamine; In acetonitrile; at 0 - 20 ℃; for 4h;

DOI:10.1021/ja0545517

Reference yield: 99.0%

→ 2',3',5'-tri-O-acetyl guanosine (6979-94-8)

Guidance literature:

Reference yield: 96.0%

2',3',5'-tri-O-acetyl-O6-[2-(methylsulfonyl)ethyl]guanosine (335060-31-6) → 2',3',5'-tri-O-acetyl-guanosine (6979-94-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1081/NCN-100001437

upstream raw materials:

acetic anhydride

G

9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-2-amino-6-methoxypurine

2',3',5'-tri-O-acetyl-N₄-triphenylphosphoranylideneguanosine

Downstream raw materials:

2,4,6-Trimethyl-benzenesulfonate1-[2-amino-9-((2R,3R,4R,5R)-3,4-diacetoxy-5-acetoxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-pyridinium;

2′,3′,5′-tri-O-acetyl-O⁶-[2-(4-nitrophenyl)ethyl]guanosine

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester

N²-(1-phosphono)cyclohexylguanine

Refernces

• 1、 Komodziński, Krzysztof,Gdaniec, Zofia,Skalski, Bohdan. "Photochemical Behavior of 2-Azidopurine Tri-O-Acetylribonucleoside in Aqueous Solution: Unprecedented Transformation into 1-(5′-O-Acetyl-β-D-Ribofuranosyl)-5-[(2-Oxo-1,3,5-Oxadiazocan-4-Ylidene)Amino]-1 H-Imidazole-4-Carbaldehyde". . p. 235 - 245. Retrieved 2015.
• 2、 Bhattarai, Sanjay,Pippel, Jan,Scaletti, Emma,Idris, Riham,Freundlieb, Marianne,Rolshoven, Georg,Renn, Christian,Lee, Sang-Yong,Abdelrahman, Aliaa,Zimmermann, Herbert,El-Tayeb, Ali,Müller, Christa E.,Str?ter, Norbert. "2-Substituted α,β-Methylene-ADP Derivatives: Potent Competitive Ecto-5′-nucleotidase (CD73) Inhibitors with Variable Binding Modes". supporting information. p. 2941 - 2957. Retrieved 2020/04/10.
• 3、 Bao, XueFeng,Du, Hongguang,Liu, Guocheng,Lu, Chenghu,Ren, Chaorui,Shunlai, Li. "Essential Structural Profile of Novel Adenosine Derivatives as Antiplatelet Aggregation Inhibitors Based on 3D-QSAR Analysis Using CoMFA, CoMSIA, and SOMFA". . p. 448 - 457. Retrieved 2020/06/30.