N(6)-(dimethylallyl)adenosine 5'-monophosphate

Base Information

• Chemical Name: N(6)-(dimethylallyl)adenosine 5'-monophosphate
• CAS No.: 20268-93-3
• Molecular Formula: C15H22N5O7P
• Molecular Weight: 415.343
• Nikkaji Number: J394.925G
• Wikidata: Q27098241
• Metabolomics Workbench ID: 50271
• Mol file: 20268-93-3.mol

Synonyms:N(6)-(delta(2)-isopentenyl)adenosine 5'-monophosphate

Chemical Property of N(6)-(dimethylallyl)adenosine 5'-monophosphate

Chemical Property:

• Boiling Point: 758.9oC at 760 mmHg
• Flash Point: 412.8oC
• PSA: 181.89000
• Density: 1.75g/cm3
• LogP: 0.00590
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 7
• Exact Mass: 415.12568506
• Heavy Atom Count: 28
• Complexity: 616

Purity/Quality:

97% ^*data from raw suppliers

N6-Isopentenyladenosine-5'-monophosphate sodium salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCNC1=C2C(=NC=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)O)O)O)C
• Isomeric SMILES: CC(=CCNC1=C2C(=NC=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)C
• Uses: N6-Isopentenyladenosine-5''-monophosphate Sodium Salt can be used in a biological study of light effect on growth and endogeneous hormones in microalgae. It is in a more stable form than its free base form of N6-Isopentenyladenosine-5''-monophosphate.

Technology Process of N(6)-(dimethylallyl)adenosine 5'-monophosphate

There total 7 articles about N(6)-(dimethylallyl)adenosine 5'-monophosphate 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:

3,3-dimethylallylamine (13822-06-5,108963-90-2) → 6-(2-isopentenyl)adenosine 5'-monophosphate (20268-93-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / triethylamine / butan-1-ol / 3 h / Heating

2: pyridine, N-methylimidazole / dioxane / 1 h

3: 1.) H₂O, pyridine, 2.) aq. HCl / 2.) 20 deg C, 15h

With pyridine; 1-methyl-1H-imidazole; hydrogenchloride; water; triethylamine; In 1,4-dioxane; butan-1-ol;

DOI:10.1016/S0040-4020(01)81371-5

Reference yield:

6-chloro-9-(2',3'-O-methoxymethyliden-β-D-ribofuranosyl) purine (128184-91-8) → 6-(2-isopentenyl)adenosine 5'-monophosphate (20268-93-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / triethylamine / butan-1-ol / 3 h / Heating

2: pyridine, N-methylimidazole / dioxane / 1 h

3: 1.) H₂O, pyridine, 2.) aq. HCl / 2.) 20 deg C, 15h

With pyridine; 1-methyl-1H-imidazole; hydrogenchloride; water; triethylamine; In 1,4-dioxane; butan-1-ol;

DOI:10.1016/S0040-4020(01)81371-5

Reference yield:

6-<3-methyl-2-butenylamino>-9-(2',3'-O-methoxymethylidene-β-D-ribofuranosyl) purine (128184-96-3) → 6-(2-isopentenyl)adenosine 5'-monophosphate (20268-93-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine, N-methylimidazole / dioxane / 1 h

2: 1.) H₂O, pyridine, 2.) aq. HCl / 2.) 20 deg C, 15h

With pyridine; 1-methyl-1H-imidazole; hydrogenchloride; water; In 1,4-dioxane;

DOI:10.1016/S0040-4020(01)81371-5

upstream raw materials:

dimethylallyl diphosphate

5'-adenosine monophosphate

3,3-dimethylallylamine

6-chloro-9-(2',3'-O-methoxymethyliden-β-D-ribofuranosyl) purine

Downstream raw materials:

6-N-(2-isopentenyl)adenosine