N-1-pyrenemethyl-N'-2-(4,4'-dimethoxytrityloxy)ethyl-N'-(2-hydroxyethyl)oxalamide

Base Information

• Chemical Name: N-1-pyrenemethyl-N'-2-(4,4'-dimethoxytrityloxy)ethyl-N'-(2-hydroxyethyl)oxalamide
• CAS No.: 1609931-53-4
• Molecular Formula: C₄₄H₄₀N₂O₆
• Molecular Weight: 692.811
• Mol file: 1609931-53-4.mol

Synonyms:N-1-pyrenemethyl-N'-2-(4,4'-dimethoxytrityloxy)ethyl-N'-(2-hydroxyethyl)oxalamide

Chemical Property of N-1-pyrenemethyl-N'-2-(4,4'-dimethoxytrityloxy)ethyl-N'-(2-hydroxyethyl)oxalamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-1-pyrenemethyl-N'-2-(4,4'-dimethoxytrityloxy)ethyl-N'-(2-hydroxyethyl)oxalamide

There total 2 articles about N-1-pyrenemethyl-N'-2-(4,4'-dimethoxytrityloxy)ethyl-N'-(2-hydroxyethyl)oxalamide 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: 42.0%

4-(2-(4,4' dimethoxytrityloxy)ethyl)morpholine 2,3 dione (1397704-93-6) + 1-aminomethylpyrene (3786-54-7) → N-1-pyrenemethyl-N'-2-(4,4'-dimethoxytrityloxy)ethyl-N'-(2-hydroxyethyl)oxalamide (1609931-53-4)

Guidance literature:

With pyridine; dmap; at 70 ℃; for 16h;

DOI:10.1021/ol500668n

Reference yield:

N-(2-hydroxyethyl)morpholine-2,3-dione (68898-62-4) → N-1-pyrenemethyl-N'-2-(4,4'-dimethoxytrityloxy)ethyl-N'-(2-hydroxyethyl)oxalamide (1609931-53-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 3 h / 20 °C

2: dmap; pyridine / 16 h / 70 °C

With pyridine; dmap;

DOI:10.1021/ol500668n

Reference yield: 60.0%

N-1-pyrenemethyl-N'-2-(4,4'-dimethoxytrityloxy)ethyl-N'-(2-hydroxyethyl)oxalamide (1609931-53-4) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → N-1-pyrenemethyl-N'-2-(4,4'-dimethoxytrityloxy)ethyl-N'-2-(2-cyanoethoxy-N,N-diisopropylaminophosphinyloxy)ethyloxalamide (1609931-54-5)

Guidance literature:

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite; With 1H-tetrazole; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 0.5h;

N-1-pyrenemethyl-N'-2-(4,4'-dimethoxytrityloxy)ethyl-N'-(2-hydroxyethyl)oxalamide; In acetonitrile; at 20 ℃; for 1.03333h;

DOI:10.1021/ol500668n

upstream raw materials:

4-(2-(4,4' dimethoxytrityloxy)ethyl)morpholine 2,3 dione

1-aminomethylpyrene

N-(2-hydroxyethyl)morpholine-2,3-dione

Downstream raw materials:

N-1-pyrenemethyl-N'-2-(4,4'-dimethoxytrityloxy)ethyl-N'-2-(2-cyanoethoxy-N,N-diisopropylaminophosphinyloxy)ethyloxalamide