2'-O-(1-propyn-3-yl)-6-N-benzoyladenosine

Base Information

• Chemical Name: 2'-O-(1-propyn-3-yl)-6-N-benzoyladenosine
• CAS No.: 210096-44-9
• Molecular Formula: C₂₀H₁₉N₅O₅
• Molecular Weight: 409.401
• Mol file: 210096-44-9.mol

Synonyms:2'-O-(1-propyn-3-yl)-6-N-benzoyladenosine

Chemical Property of 2'-O-(1-propyn-3-yl)-6-N-benzoyladenosine

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-O-(1-propyn-3-yl)-6-N-benzoyladenosine

There total 6 articles about 2'-O-(1-propyn-3-yl)-6-N-benzoyladenosine 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: 90.0%

N-[9-((2R,3R,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-prop-2-ynyloxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-6-yl]-benzamide (210096-43-8) → 2'-O-(1-propyn-3-yl)-6-N-benzoyladenosine (210096-44-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.25h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00271-3

Reference yield:

C26H35N5O5Si2 → 2'-O-(1-propyn-3-yl)-6-N-benzoyladenosine (210096-44-9)

Guidance literature:

With ammonia; In water; at 20 ℃; for 0.333333h;

DOI:10.1039/c0cc04667a

Reference yield:

2'-O-(1-propyn-3-yl)adenosine (151390-97-5) → 2'-O-(1-propyn-3-yl)-6-N-benzoyladenosine (210096-44-9)

Guidance literature:

Multi-step reaction with 3 steps

1: chloro-trimethyl-silane / pyridine / 0.5 h

2: pyridine / 3 h

3: ammonia / water / 0.33 h / 20 °C

With pyridine; chloro-trimethyl-silane; ammonia; In pyridine; water;

DOI:10.1039/c0cc04667a

upstream raw materials:

N-[9-((2R,3R,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-prop-2-ynyloxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-6-yl]-benzamide

2'-O-(1-propyn-3-yl)adenosine

benzoyl chloride

adenosine

Downstream raw materials:

2'-O-(3-(furan-2-yl)-propyn-3-yl)-6-N-benzoyladenosine

2'-O-(3-(furan-2-yl)-propyl)-6-N-benzoyladenosine

5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(3-(furan-2-yl)-propyl)-6-N-benzoyladenosine

5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(3-(furan-2-yl)-propyl)-6-N-benzoyladenosine-3'-O-(2-cyanoethyl N, N-diisopropylphosphoramidite)

Refernces

• 1、 Grotli, Morten,Douglas, Mark,Eritja, Ramon,Sproat, Brian S.. "2'-O-propargyl oligoribonucleotides: Synthesis and hybridisation". . p. 5899 - 5914. Retrieved 2007/10/03.