N²-(6-benzo[a]pyrenyl)-O⁶-benzyl-3',5'-diacetyl-2'-deoxyguanosine

Base Information

• Chemical Name: N²-(6-benzo[a]pyrenyl)-O⁶-benzyl-3',5'-diacetyl-2'-deoxyguanosine
• CAS No.: 577992-86-0
• Molecular Formula: C₄₁H₃₃N₅O₆
• Molecular Weight: 691.743
• Mol file: 577992-86-0.mol

Synonyms:N²-(6-benzo[a]pyrenyl)-O⁶-benzyl-3',5'-diacetyl-2'-deoxyguanosine

Chemical Property of N²-(6-benzo[a]pyrenyl)-O⁶-benzyl-3',5'-diacetyl-2'-deoxyguanosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N²-(6-benzo[a]pyrenyl)-O⁶-benzyl-3',5'-diacetyl-2'-deoxyguanosine

There total 4 articles about N²-(6-benzo[a]pyrenyl)-O⁶-benzyl-3',5'-diacetyl-2'-deoxyguanosine 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: 83.0%

acetic anhydride (108-24-7) + N2-(6-benzo[a]pyrenyl)-O6-benzyl-2'-deoxyguanosine (577992-85-9) → N2-(6-benzo[a]pyrenyl)-O6-benzyl-3',5'-diacetyl-2'-deoxyguanosine (577992-86-0)

Guidance literature:

With pyridine; at 20 ℃; for 5h;

DOI:10.1021/jo030113b

Reference yield:

6-aminobenzopyrene (7428-83-3) → N2-(6-benzo[a]pyrenyl)-O6-benzyl-3',5'-diacetyl-2'-deoxyguanosine (577992-86-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 88.5 percent / Pd(OAc)2; (+/-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl; Cs₂CO₃ / dioxane / 5 h / 90 °C

2: 99 percent / n-Bu₄NF / tetrahydrofuran / 2 h / 20 °C

3: 83 percent / pyridine / 5 h / 20 °C

With pyridine; palladium diacetate; tetrabutyl ammonium fluoride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jo030113b

Reference yield:

2-bromo-6-benzyloxy-9-[2-deoxy-3,5-bis(O-tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]purine (236427-58-0) → N2-(6-benzo[a]pyrenyl)-O6-benzyl-3',5'-diacetyl-2'-deoxyguanosine (577992-86-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 88.5 percent / Pd(OAc)2; (+/-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl; Cs₂CO₃ / dioxane / 5 h / 90 °C

2: 99 percent / n-Bu₄NF / tetrahydrofuran / 2 h / 20 °C

3: 83 percent / pyridine / 5 h / 20 °C

With pyridine; palladium diacetate; tetrabutyl ammonium fluoride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jo030113b

upstream raw materials:

acetic anhydride

N²-(6-benzo[a]pyrenyl)-O⁶-benzyl-2'-deoxyguanosine

6-aminobenzopyrene

2-bromo-6-benzyloxy-9-[2-deoxy-3,5-bis(O-tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]purine