N-(deoxyguanosin-8-yl)acetylaminofluorene

Base Information

• Chemical Name: N-(deoxyguanosin-8-yl)acetylaminofluorene
• CAS No.: 37819-60-6
• Molecular Formula: C25H24N6O5
• Molecular Weight: 488.503
• Mol file: 37819-60-6.mol

Synonyms:N-acetyl-N-(2'-deoxyguanosin-8-yl)-2-aminofluorene;8-(N-acetyl-2-amino-fluorene)-2'-deoxyguanosine;8-(N-acetyl-N-(2-fluorenyl)amino)-2'-deoxyguanosine;[N-(deoxyguanosin-8-yl)-2-(acetylamino)]fluorene;8-[acetyl(2-fluorenyl)amino]-2'-deoxyguanosine;N-(2'-Deoxyguanosin-8-yl)-2-(acetylamino)fluorene;

Chemical Property of N-(deoxyguanosin-8-yl)acetylaminofluorene

Chemical Property:

• Boiling Point: 849.9±75.0 °C(Predicted)
• PKA: 14.44±0.10(Predicted)
• PSA: 159.59000
• Density: 1.68±0.1 g/cm3(Predicted)
• LogP: 2.17950

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(deoxyguanosin-8-yl)acetylaminofluorene

There total 29 articles about N-(deoxyguanosin-8-yl)acetylaminofluorene 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: 94.0%

8-[acetyl(9H-fluoren-2-yl)amino]-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine (1009639-13-7) → fluorene (37819-60-6)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran;

DOI:10.1002/ejoc.201200984

Reference yield: 89.0%

8-(N-acetyl-2-amino-fluorene)-O6-benzyl-2'-deoxyguanosine (479408-37-2) → fluorene (37819-60-6)

Guidance literature:

With cyclohexene; palladium on activated charcoal; In ethanol; for 7h; Heating;

DOI:10.1021/ol026474f

Reference yield: 40.0%

2'-Deoxyguanosine (961-07-9) + C15H12NO5S(1-)*K(1+) (74925-71-6) → fluorene (37819-60-6)

Guidance literature:

With disodium hydrogenphosphate; sodium dihydrogenphosphate; sodium perchlorate; In water; N,N-dimethyl-formamide; acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1021/ja00106a083

upstream raw materials:

2'-Deoxyguanosine

N-(sulfonatooxy)-N-acetyl-2-aminofluorene

Succinic acid mono-((2R,3S,5R)-5-{8-[acetyl-(9H-fluoren-2-yl)-amino]-2-amino-6-oxo-1,6-dihydro-purin-9-yl}-3-hydroxy-tetrahydro-furan-2-ylmethyl) ester

C₁₅H₁₂NO₅S^(1-)*K⁽¹⁺⁾

Downstream raw materials:

C₅₈H₆₄N₉O₈P

N-<5'-Dimethoxytrityl-N²-(9-fluorenylmethoxycarbonyl)-2'-deoxyguanosin-8-yl>-2-(acetylamino)fluorene

N-<3',5'-Bis(dimethoxytrityl)-N²-(9-fluorenylmethoxycarbonyl)-2'-deoxyguanosin-8-yl>-2-(acetylamino)fluorene

N-(deoxyguanosin-8-yl)-2-aminofluorene

Refernces

• 1、 Novak, Michael,Kennedy, Sonya A.. "Selective Trapping of N-Acetyl-N-(4-biphenylyl)nitrenium and N-Acetyl-N-(2-fluorenyl)nitrenium Ions by 2'-Deoxyguanosine in Aqueous Solution". . p. 574 - 575. Retrieved 1995.
• 2、 Gillet, Ludovic C. J.,Schaerer, Orlando D.. "Preparation of C8-amine and acetylamine adducts of 2′-deoxyguanosine suitably protected for DNA synthesis". . p. 4205 - 4208. Retrieved 2007/10/03.