2,3,5-Tri-O-acetyl α-Adenosine

Base Information

• Chemical Name: 2,3,5-Tri-O-acetyl α-Adenosine
• CAS No.: 953089-09-3
• Molecular Formula: C₁₆H₁₉N₅O₇
• Molecular Weight: 393.356
• Mol file: 953089-09-3.mol

Synonyms:9-(2,3,5-Tri-O-acetyl-α-D-ribofuranosyl)-9H-purin-6-aMine;9-(2,3,5-Tri-O-acetyl-α-D-ribofuranosyl)adenine

Chemical Property of 2,3,5-Tri-O-acetyl α-Adenosine

Chemical Property:

• Boiling Point: 594.1±60.0 °C(Predicted)
• PKA: 3.82±0.10(Predicted)
• PSA: 157.75000
• Density: 1.62±0.1 g/cm3(Predicted)
• LogP: 0.31360

Purity/Quality:

97% ^*data from raw suppliers

2,3,5-Tri-O-acetylα-Adenosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An Adenosine (A280400) impurity. An Adenosine (A280400(P)) impurity.

Technology Process of 2,3,5-Tri-O-acetyl α-Adenosine

There total 54 articles about 2,3,5-Tri-O-acetyl α-Adenosine 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: 96.0%

acetic anhydride (108-24-7) + adenosine (58-61-7) → triacetyladenosine (7387-57-7,953089-09-3)

Guidance literature:

With pyridine; for 6h; Ambient temperature;

Reference yield: 95.0%

9-β-D-ribofuranosyl-6-thio-9H-purine 2',3',5'-triacetate (3021-21-4) → triacetyladenosine (7387-57-7,953089-09-3)

Guidance literature:

With ammonia; oxygen; ozone; In dichloromethane; at 0 ℃; for 0.0833333h;

DOI:10.1016/0040-4020(95)00076-K

Reference yield: 95.0%

6-thio-9-(2',3',5'-tri-O-acetyl-β-D-ribosyl)purine (3021-21-4) → triacetyladenosine (7387-57-7,953089-09-3)

Guidance literature:

With ammonia; 3,3-dimethyldioxirane; In dichloromethane; acetone; at 25 ℃;

DOI:10.1016/0040-4020(96)00289-X

upstream raw materials:

acetic anhydride

5'-O-acetyladenosine

adenosine

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-(dimethylamino)-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

Downstream raw materials:

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(8-(adamantan-1-yl)-6-(cyclohexylamino)-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

2',3',5'-tri-O-acetyl-N⁶-diphenylphosphoryladenosine

ethyl 9-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine-6-carbamate

Refernces

• 1、 -. "Trityl compound and its preparation method and application". Paragraph 0017; 0027. . Retrieved 2018/04/20.
• 2、 Fernández-García, Christian,Powner, Matthew W.. "Selective Acylation of Nucleosides, Nucleotides, and Glycerol-3-phosphocholine in Water". supporting information. p. 78 - 83. Retrieved 2016/12/26.