2'-C-Methyladenosine

Base Information

• Chemical Name: 2'-C-Methyladenosine
• CAS No.: 15397-12-3
• Molecular Formula: C11H15 N5 O4
• Molecular Weight: 281.271
• Mol file: 15397-12-3.mol

Synonyms:2'-C-Methyladenosine

Chemical Property of 2'-C-Methyladenosine

Chemical Property:

• Boiling Point: 643.4±65.0 °C(Predicted)
• PKA: 13.18±0.70(Predicted)
• PSA: 139.54000
• Density: 1.89
• LogP: -1.00870

Purity/Quality:

98%,99%, ^*data from raw suppliers

2?-C-Methyladenosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: 2′-C-Methyladenosine has been shown to inhibit HCV RNA replication in the absence of cytotoxicity. The corresponding triphosphates were shown to be potent, competitive inhibitors of NS5B-catalyzed reactions in vitro.

Technology Process of 2'-C-Methyladenosine

There total 26 articles about 2'-C-Methyladenosine 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: 76.0%

(2R,3R,4R,5R)-5-((benzoyloxy)methyl)-2-(6-chloro-9H-purin-9-yl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate (205171-04-6) → 2'-C-methyladenosine (15397-12-3)

Guidance literature:

With ammonia; In methanol; at 50 ℃; for 24h; Sealed tube;

Reference yield: 76.0%

9-(2,3-di-O-acetyl-2-C-methyl-5-O-p-methylbenzoyl-β-D-ribofuranosyl)-N6-benzoyladenine (114475-10-4) → 2'-methyl-adenosine (15397-12-3)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 48h;

DOI:10.1016/0008-6215(87)80059-9

Reference yield: 75.0%

6-Chloro-9-(2,3-di-O-acetyl-2-C-methyl-β-D-ribofuranosyl)-9H-purine (144363-86-0) → 2'-methyl-adenosine (15397-12-3)

Guidance literature:

With ammonia; In methanol; at 120 ℃; for 24h;

DOI:10.1055/s-1992-26224

upstream raw materials:

6-Chloro-9-(2,3-di-O-acetyl-2-C-methyl-β-D-ribofuranosyl)-9H-purine

9-(2,3-di-O-acetyl-2-C-methyl-5-O-p-methylbenzoyl-β-D-ribofuranosyl)-N₆-benzoyladenine

1,2,3,5-Tetra-O-benzoyl-2-C-methyl-α(β)-D-ribofuranose

N-benzoyladenine

Refernces

• 1、 Wolfe,Harry-O'kuru. "A concise synthesis of 2'-C-methylribonucleosides". . p. 7611 - 7614. Retrieved 1995.
• 2、 -. "CYCLIC DINUCLEOTIDES AS STING AGONISTS". Page/Page column 51; 55. . Retrieved 2018/08/20.
• 3、 -. "METHODS AND COMPOSITIONS FOR TREATING HEPATITIS C VIRUS". Paragraph 0132; 0133. . Retrieved 2017/03/08.