2'-(O-METHYL)-INOSINE

Base Information

• Chemical Name: 2'-(O-METHYL)-INOSINE
• CAS No.: 3881-21-8
• Molecular Formula: C₁₁H₁₄N₄O₅
• Molecular Weight: 282.256
• Mol file: 3881-21-8.mol

Synonyms:2'-O-methylinosine; O2'-methyl-inosine;

Chemical Property of 2'-(O-METHYL)-INOSINE

Chemical Property:

• Melting Point: 153-156 °C
• Boiling Point: 669.568 °C at 760 mmHg
• PKA: 8.92±0.70(Predicted)
• Flash Point: 358.742 °C
• PSA: 122.49000
• Density: 1.844 g/cm³
• LogP: -1.61480
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

97% ^*data from raw suppliers

2’-O-Methylinosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 2’-O-Methylinosine is a novel nucleoside as a constituent of the rRNA of Crithidia fasciculata. Also, it possesses intrinsic hypotensive activity. Apoptosis inducing nucleosides (AINs).

Technology Process of 2'-(O-METHYL)-INOSINE

There total 4 articles about 2'-(O-METHYL)-INOSINE 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: 80.4%

2'-O-methyl adenosine (2140-79-6) → 2'-O-methylinosine (3881-21-8)

Guidance literature:

With acetic acid; sodium nitrite;

DOI:10.1021/jm0203276

Reference yield: 11.0%

1-methyl-1-nitrosourea (684-93-5) + Inosine (58-63-9) → 1-methylinosine (2140-73-0,55927-68-9) + 2'-O-methylinosine (3881-21-8)

Guidance literature:

With borax; In water; formamide; at 50 ℃; for 18h;

DOI:10.1002/anie.201801919

Reference yield:

adenosine (58-61-7) → 2'-O-methylinosine (3881-21-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 66.5 percent / NaH / dimethylformamide

2: 80.4 percent / aq. acetic acid; NaNO₂

With sodium hydride; acetic acid; sodium nitrite; In N,N-dimethyl-formamide;

DOI:10.1021/jm0203276

upstream raw materials:

2'-O-methyl adenosine

adenosine

1-methyl-1-nitrosourea

Inosine

Downstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-2'-O-methyl-1-propylinosine-3'-O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite

5'-O-(4,4'-dimethoxytrityl)-2'-O-methyl-1-propargylinosine-3'-O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite

5'-O-(4,4'-dimethoxytrityl)-2'-O-methyl-1-allylinosine-3'-O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite

5'-O-(4,4'-dimethoxytrityl)-2'-O-methyl-1-propyl-6-thioinosine-3'-O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite