Guanosine, 6-thio-, 2',3',5'-triacetate

Base Information

• Chemical Name: Guanosine, 6-thio-, 2',3',5'-triacetate
• CAS No.: 2946-36-3
• Molecular Formula: C₁₆H₁₉N₅O₇S
• Molecular Weight: 425.422
• NSC Number: 143500,123433,110343,70389
• DSSTox Substance ID: DTXSID30951970
• Mol file: 2946-36-3.mol

Synonyms:BI 284 b;Guanosine, 6-thio-, 2',3',5'-triacetate;9H-Purine-6-thiol, 2-amino-9.beta.-D-ribofuranosyl-, 2',3',5'-triacetate;BI 284B;Oprea1_745553;DTXSID30951970;BZOOEMDKUJHUEP-UHFFFAOYSA-N;NSC70389;NSC-70389;NSC110343;NSC123433;NSC143500;AKOS002981796;NSC-110343;NSC-123433;NSC-143500;FT-0661878;2-Imino-9-(2,3,5-tri-O-acetylpentofuranosyl)-3,9-dihydro-2H-purine-6-thiol;34793-14-1;34793-15-2;34793-20-9

Chemical Property of Guanosine, 6-thio-, 2',3',5'-triacetate

Chemical Property:

• Melting Point: 245-248°C
• PSA: 192.74000
• LogP: 0.97620
• Storage Temp.: Refrigerator
• Solubility.: Ethanol, Methanol, Hot Water
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 8
• Exact Mass: 425.10051914
• Heavy Atom Count: 29
• Complexity: 747

Purity/Quality:

97% ^*data from raw suppliers

2-Amino-6-mercaptopurine-9-(2’,3’,5’-tri-O-acetyl-β-ribofuranosyl)purine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1C(C(C(O1)N2C=NC3=C2NC(=NC3=S)N)OC(=O)C)OC(=O)C

Technology Process of Guanosine, 6-thio-, 2',3',5'-triacetate

There total 4 articles about Guanosine, 6-thio-, 2',3',5'-triacetate 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: 48.0%

2',3',5'-tri-O-acetyl-guanosine (6979-94-8) → 2',3',5'-tri-O-acetyl-6-thioguanosine (2946-36-3)

Guidance literature:

With Lawessons reagent; In 1,4-dioxane; at 100 ℃; for 5h;

DOI:10.1111/php.12900

Reference yield:

G (118-00-3) → 2',3',5'-tri-O-acetyl-6-thioguanosine (2946-36-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 2 h / 80 °C

2: Lawessons reagent / 1,4-dioxane / 5 h / 100 °C

With Lawessons reagent; pyridine; In 1,4-dioxane;

DOI:10.1111/php.12900

Reference yield:

→ 2-Amino-6-mercapto-9-<2.3.5-tri-O-acetyl-β-D-ribofuranosyl>-purin (2946-36-3)

Guidance literature:

6-Mercapto-guanosin, Acetanhydrid (Py., Raumtemp.);

upstream raw materials:

2',3',5'-tri-O-acetyl-guanosine

G

Refernces

• 1、 LEWIS,ROBINS,CHENG. "THE PREPARATION AND ANTITUMOR PROPERTIES OF ACYLATED DERIVATIVES OF". . p. 200 - 204. Retrieved 2007/10/09.