2',3'-O-Isopropylideneinosine

Base Information

• Chemical Name: 2',3'-O-Isopropylideneinosine
• CAS No.: 2140-11-6
• Molecular Formula: C13H16N4O5
• Molecular Weight: 308.294
• Hs Code.: 29389090
• Mol file: 2140-11-6.mol

Synonyms:2',3'-isopropylideneinosine;9-[4-(hydroxymethyl)-7,7-dimethyl-3,6,8-trioxabicyclo[3.3.0]oct-2-yl]-3H-purin-6-one;2,3-Isopropylideneinosine;9-[(1R,2R,4R,5R)-4-(hydroxymethyl)-7,7-dimethyl-3,6,8-trioxabicyclo[3.3.0]oct-2-yl]-3H-purin-6-one;

Chemical Property of 2',3'-O-Isopropylideneinosine

Chemical Property:

• Appearance/Colour: White solid
• Melting Point: 263-272 °C
• Boiling Point: 606.4 °C at 760 mmHg
• PKA: 14.14±0.10(Predicted)
• Flash Point: 316.9 °C
• PSA: 111.49000
• Density: 1.89 g/cm³
• LogP: -0.47060
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)

Purity/Quality:

99% ^*data from raw suppliers

2'',3''-O-Isopropylideneinosine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A useful precursor for the preparation of nucleic acids 2',3'-O-Isopropylideneinosine is an inosine derivative as antiviral, bactericidal, and antitumor agent for immunopotentiating uses.

Technology Process of 2',3'-O-Isopropylideneinosine

There total 11 articles about 2',3'-O-Isopropylideneinosine 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: 100.0%

Inosine (58-63-9) + 2,2-dimethoxy-propane (77-76-9) + acetone (67-64-1) → 2',3'-O-isopropylideneinosine (2140-11-6)

Guidance literature:

With toluene-4-sulfonic acid; at 20 ℃; for 72h; Inert atmosphere;

DOI:10.1021/acs.jnatprod.9b01231

Reference yield: 98.0%

2',3'-isopropylidene adenosine (362-75-4) → 2',3'-O-isopropylidene inosine (2140-11-6)

Guidance literature:

With phosphate buffer; 5'-adenylic acid deaminase; In dimethyl sulfoxide; for 0.75h; pH=6.5;

DOI:10.1016/S0040-4020(02)00575-6

Reference yield: 90.0%

((3aR,4R,6R,6aR)-2,2-dimethyl-6-(6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl acetate (15888-39-8) → 2',3'-O-isopropylideneinosine (2140-11-6)

Guidance literature:

With methanol; water; triethylamine; at 71 ℃; for 1h;

DOI:10.1590/S0103-50532010000500013

upstream raw materials:

acetone

2',3'-isopropylidene adenosine

Inosine

2,2-dimethoxy-propane

Downstream raw materials:

O-(4-nitrophenyl)inosine 5'-phosphorothioate

(3aS,4S,6R,6aR)-2,2-dimethyl-6-(6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid

8-(3-trifluoromethylphenyl)inosine

2',3'-O-isopropylidene-8-(3-trifluoromethylphenyl)inosine