5'-Acetyl-2',3'-isopropylideneadenosine

Base Information

• Chemical Name: 5'-Acetyl-2',3'-isopropylideneadenosine
• CAS No.: 15888-38-7
• Molecular Formula: C15H19N5O5
• Molecular Weight: 349.346
• Hs Code.: 29389090
• European Community (EC) Number: 240-026-1
• Mol file: 15888-38-7.mol

Synonyms:5'-Acetyl-2',3'-isopropylideneadenosine;Oprea1_625683;15888-38-7

Chemical Property of 5'-Acetyl-2',3'-isopropylideneadenosine

Chemical Property:

• Melting Point: 170-172 °C
• Boiling Point: 562.2 °C at 760 mmHg
• Flash Point: 293.8 °C
• PSA: 123.61000
• Density: 1.68 g/cm³
• LogP: 0.97030
• Storage Temp.: -20°C
• Solubility.: Chloroform (Slightly),Methanol (Slightly)
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 349.13861872
• Heavy Atom Count: 25
• Complexity: 534

Purity/Quality:

97% ^*data from raw suppliers

5’-Acetyl-2’,3’-isopropylideneAdenosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1C2C(C(O1)N3C=NC4=C(N=CN=C43)N)OC(O2)(C)C
• Isomeric SMILES: CC(=O)OC[C@H]1[C@H]2[C@@H]([C@H](O1)N3C=NC4=C(N=CN=C43)N)OC(O2)(C)C

Technology Process of 5'-Acetyl-2',3'-isopropylideneadenosine

There total 6 articles about 5'-Acetyl-2',3'-isopropylideneadenosine 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: 92.0%

vinyl acetate (108-05-4,9003-20-7) + 2',3'-isopropylidene adenosine (362-75-4) → 5'-acetyl-2',3'-isopropylideneadenosine (15888-38-7)

Guidance literature:

With Candida antarctica lipase; In tetrahydrofuran; at 60 ℃; for 12h;

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

Reference yield: 80.0%

acetic anhydride (108-24-7) + 2',3'-isopropylidene adenosine (362-75-4) → 5'-acetyl-2',3'-isopropylideneadenosine (15888-38-7)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 15h;

DOI:10.1021/ml500343r

Reference yield: 76.0%

N6,O5'-diacetyl-O2',O3'-isopropyliden-adenosine (109816-78-6) → 5'-acetyl-2',3'-isopropylideneadenosine (15888-38-7)

Guidance literature:

With Schwartz's reagent; In tetrahydrofuran; at 20 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1080/15257770.2015.1075552

upstream raw materials:

acetic anhydride

2',3'-isopropylidene adenosine

5'-acetyl-N⁶,N⁶-di-p-toluyl-2',3'-O-isopropylideneadenosine

vinyl acetate

Downstream raw materials:

5'-acetyl-N⁶,N⁶-di-p-toluyl-2',3'-O-isopropylideneadenosine

5'-O-acetyl-2',3'-O-isopropylidene-N⁶,N⁶-di(phenoxycarbonyl)adenosine

2',3'-O-isopropylidene-N⁶,N⁶,5'-O-tri-p-toluyladenosine

2',3'-isopropylidene adenosine

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