2'-deoxy-5-O-(4,4'-dimethoxytrityl)-N⁶-(pyren-1-ylmethy)adenosine

Base Information

• Chemical Name: 2'-deoxy-5-O-(4,4'-dimethoxytrityl)-N⁶-(pyren-1-ylmethy)adenosine
• CAS No.: 132183-40-5
• Molecular Formula: C₄₈H₄₁N₅O₅
• Molecular Weight: 767.884
• Mol file: 132183-40-5.mol

Synonyms:2'-deoxy-5-O-(4,4'-dimethoxytrityl)-N⁶-(pyren-1-ylmethy)adenosine

Chemical Property of 2'-deoxy-5-O-(4,4'-dimethoxytrityl)-N⁶-(pyren-1-ylmethy)adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-deoxy-5-O-(4,4'-dimethoxytrityl)-N⁶-(pyren-1-ylmethy)adenosine

There total 10 articles about 2'-deoxy-5-O-(4,4'-dimethoxytrityl)-N⁶-(pyren-1-ylmethy)adenosine 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: 95.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + (-)-N6-(1-pyrenylmethyl)-2'-deoxyadenosine (132183-36-9) → 2'-deoxy-5-O-(4,4'-dimethoxytrityl)-N6-(pyren-1-ylmethy)adenosine (132183-40-5)

Guidance literature:

With pyridine; for 2h;

DOI:10.1021/jo00122a048

Reference yield: 94.0%

bis(4-methoxyphenyl)phenylmethylium tetrafluoroborate + (-)-N6-(1-pyrenylmethyl)-2'-deoxyadenosine (132183-36-9) → 2'-deoxy-5-O-(4,4'-dimethoxytrityl)-N6-(pyren-1-ylmethy)adenosine (132183-40-5)

Guidance literature:

With 2,6-dimethylpyridine; lithium carbonate; In tetrahydrofuran; Ambient temperature;

DOI:10.1080/07328319608002032

Reference yield:

pyrene-1-aldehyde (3029-19-4) → 2'-deoxy-5-O-(4,4'-dimethoxytrityl)-N6-(pyren-1-ylmethy)adenosine (132183-40-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / AcOH / toluene / 6 h / Heating

2: 70 percent / LiAlH₄ / tetrahydrofuran / 2 h / 20 °C

3: 90 percent / pyridine / 3 h / 20 °C

With pyridine; lithium aluminium tetrahydride; acetic acid; In tetrahydrofuran; toluene; 1: Condensation / 2: Reduction / 3: Etherification;

DOI:10.1002/1522-2675(20000705)83:7<1408::AID-HLCA1408>3.0.CO;2-U

upstream raw materials:

4,4'-dimethoxytrityl chloride

(-)-N⁶-(1-pyrenylmethyl)-2'-deoxyadenosine

pyrene-1-aldehyde

N⁶-[(1H-benzotriazol-1-yl)(pyren-1-yl)methy]-2'-deoxyadenosine

Downstream raw materials:

(+/-)-N⁶-(1-Pyrenylmethyl)-2'-deoxy-3'-(N,N-diisopropyl-2-cyanoethyl)-5'-(p-dimethoxytrityl)adenosine phosphoramidite