5-[(6-Aminopurin-9-yl)methyl]-5-methyl-3-methylideneoxolan-2-one

Base Information

• Chemical Name: 5-[(6-Aminopurin-9-yl)methyl]-5-methyl-3-methylideneoxolan-2-one
• CAS No.: 105970-03-4
• Molecular Formula: C12H13 N5 O2
• Molecular Weight: 259.268
• Hs Code.: 2934999090
• NSC Number: 606494
• DSSTox Substance ID: DTXSID60909843
• Nikkaji Number: J385.059E
• ChEMBL ID: CHEMBL155312
• Mol file: 105970-03-4.mol

Synonyms:9((2-methyl-4-methylene-5-oxotetrahydrofuran-2-yl)methyl)adenine;9-MMOFA

Chemical Property of 5-[(6-Aminopurin-9-yl)methyl]-5-methyl-3-methylideneoxolan-2-one

Chemical Property:

• Vapor Pressure: 2.16E-12mmHg at 25°C
• Boiling Point: 555.8°C at 760 mmHg
• Flash Point: 289.9°C
• PSA: 95.92000
• Density: 1.53g/cm³
• LogP: 1.25150
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 259.10692467
• Heavy Atom Count: 19
• Complexity: 415

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(=C)C(=O)O1)CN2C=NC3=C(N=CN=C32)N

Technology Process of 5-[(6-Aminopurin-9-yl)methyl]-5-methyl-3-methylideneoxolan-2-one

There total 3 articles about 5-[(6-Aminopurin-9-yl)methyl]-5-methyl-3-methylideneoxolan-2-one 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:

N6-Acetyladenine (6034-68-0) → 9-<(2-methyl-4-methylene-5-oxotetrahydrofuran-2-yl)-methyl>adenine (105970-03-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / K₂CO₃ / dimethylformamide / 9 h

2: 94 percent / NaOCH₃ / methanol / 1 h

3: 1.) Zn, hydroquinone, 2.) 5percent aq. HCl / tetrahydrofuran / 0.83 h / Heating

With hydrogenchloride; sodium methylate; potassium carbonate; hydroquinone; zinc; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00386a025

Reference yield:

N6-acetyl-9-(2-oxopropyl)adenine (105970-01-2) → 9-<(2-methyl-4-methylene-5-oxotetrahydrofuran-2-yl)-methyl>adenine (105970-03-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / NaOCH₃ / methanol / 1 h

2: 1.) Zn, hydroquinone, 2.) 5percent aq. HCl / tetrahydrofuran / 0.83 h / Heating

With hydrogenchloride; sodium methylate; hydroquinone; zinc; In tetrahydrofuran; methanol;

DOI:10.1021/jm00386a025

Reference yield:

1-(6-amino-9H-purin-9-yl)propan-2-one (105970-02-3) + ethyl 2-bromomethyl-2-propenoate (17435-72-2) → 9-<(2-methyl-4-methylene-5-oxotetrahydrofuran-2-yl)-methyl>adenine (105970-03-4)

Guidance literature:

With hydrogenchloride; hydroquinone; zinc; In tetrahydrofuran; for 0.833333h; Yield given; Heating;

DOI:10.1021/jm00386a025

upstream raw materials:

1-(6-amino-9H-purin-9-yl)propan-2-one

ethyl 2-bromomethyl-2-propenoate

N₆-Acetyladenine

N⁶-acetyl-9-(2-oxopropyl)adenine

Refernces