N⁽²⁾-dimethylaminomethylene-8-(prop-1-ynyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine

Base Information

• Chemical Name: N⁽²⁾-dimethylaminomethylene-8-(prop-1-ynyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine
• CAS No.: 204582-55-8
• Molecular Formula: C₃₇H₃₈N₆O₆
• Molecular Weight: 662.745
• Mol file: 204582-55-8.mol

Synonyms:N⁽²⁾-dimethylaminomethylene-8-(prop-1-ynyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine

Chemical Property of N⁽²⁾-dimethylaminomethylene-8-(prop-1-ynyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁽²⁾-dimethylaminomethylene-8-(prop-1-ynyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine

There total 4 articles about N⁽²⁾-dimethylaminomethylene-8-(prop-1-ynyl)-5'-O-(4,4'-dimethoxytrityl)-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: 77.0%

5'-O-(dimethoxytrityl)-N2-(N,N-dimethylaminomethyliden)-8-bromo-2'-deoxyguanosine (204582-53-6) + prop-1-yne (74-99-7) → N(2)-dimethylaminomethylene-8-(prop-1-ynyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine (204582-55-8)

Guidance literature:

With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; for 4h;

DOI:10.1039/a707031d

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → N(2)-dimethylaminomethylene-8-(prop-1-ynyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine (204582-55-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine, DMAP / 1 h

2: 77 percent / CuI, NEt₃ / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide / 4 h

With pyridine; dmap; copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide;

DOI:10.1039/a707031d

Reference yield:

8-bromo-2'-deoxyguanosine (13389-03-2) → N(2)-dimethylaminomethylene-8-(prop-1-ynyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine (204582-55-8)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 1 h / 40 °C

2: pyridine, DMAP / 1 h

3: 77 percent / CuI, NEt₃ / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide / 4 h

With pyridine; dmap; copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide;

DOI:10.1039/a707031d

upstream raw materials:

5'-O-(dimethoxytrityl)-N²-(N,N-dimethylaminomethyliden)-8-bromo-2'-deoxyguanosine

prop-1-yne

4,4'-dimethoxytrityl chloride

8-bromo-2'-deoxyguanosine