N-(Triphenylmethyl)-2'-O,5'-O-bis(triphenylmethyl)adenosine

Base Information

• Chemical Name: N-(Triphenylmethyl)-2'-O,5'-O-bis(triphenylmethyl)adenosine
• CAS No.: 31085-56-0
• Molecular Formula: C67H55N5O4
• Molecular Weight: 994.205
• Mol file: 31085-56-0.mol

Synonyms:N-(Triphenylmethyl)-2'-O,5'-O-bis(triphenylmethyl)adenosine;N,2'-O,5'-O-Tris(triphenylmethyl)adenosine

Chemical Property of N-(Triphenylmethyl)-2'-O,5'-O-bis(triphenylmethyl)adenosine

Chemical Property:

• Melting Point: 155 - 157 °C
• PSA: 103.55000
• LogP: 12.94760

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(Triphenylmethyl)-2'-O,5'-O-bis(triphenylmethyl)adenosine

There total 6 articles about N-(Triphenylmethyl)-2'-O,5'-O-bis(triphenylmethyl)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: 46.0%

trityl chloride (76-83-5) + adenosine (58-61-7) → (2R,3R,4R,5R)-5-(6-(tritylamino)-9H-purin-9-yl)-4-(trityloxy)-2-((trityloxy)methyl)tetrahydrofuran-3-ol (31085-56-0)

Guidance literature:

With pyridine; dmap; at 80 ℃; for 72h;

DOI:10.1002/cbic.201402523

Reference yield: 20.5%

trityl chloride (76-83-5) + adenosine (58-61-7) → N6,N7-Ditrityladenine (137964-96-6) + (2R,3R,4S,5R)-2-(6-(tritylamino)-9H-purin-9-yl)-5-((trityloxy)methyl)tetrahydrofuran-3,4-diol (31085-55-9) + O3',O5',N6-Tritrityladenosine (31085-57-1) + (2R,3R,4R,5R)-5-(6-(tritylamino)-9H-purin-9-yl)-4-(trityloxy)-2-((trityloxy)methyl)tetrahydrofuran-3-ol (31085-56-0)

Guidance literature:

With pyridine; dmap; at 80 ℃;

DOI:10.1021/jo00028a030

Reference yield:

trityl chloride (76-83-5) + (2R,3R,4R,5R)-2-(hydroxymethyl)-5-(6-(tritylamino)-9H-purin-9-yl)-4-(trityloxy)tetra-hydrofuran-3-ol (137965-10-7) → (2R,3R,4R,5R)-5-(6-(tritylamino)-9H-purin-9-yl)-4-(trityloxy)-2-((trityloxy)methyl)tetrahydrofuran-3-ol (31085-56-0)

Guidance literature:

With 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate; In tetrahydrofuran; at 0 - 20 ℃; for 4h;

upstream raw materials:

trityl chloride

adenosine

(2R,3R,4R,5R)-2-(hydroxymethyl)-5-(6-(tritylamino)-9H-purin-9-yl)-4-(trityloxy)tetra-hydrofuran-3-ol

3',5'-O-(1,1,3,3-tetra-isopropyldisiloxane-1,3-diyl)adenosine

Downstream raw materials:

(2R,3R,4R,5R)-2-(hydroxymethyl)-5-(6-(tritylamino)-9H-purin-9-yl)-4-(trityloxy)tetra-hydrofuran-3-ol

6-{(2R,3R,4R,5R)-5-[6-(Trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-hexanoic acid ethyl ester

{9-[(2R,3R,4R,5R)-4-(2-{2-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-ethoxy}-ethoxy)-3-trityloxy-5-trityloxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-trityl-amine

[9-((2R,3R,4R,5R)-4-{11-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-undecyloxy}-3-trityloxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-trityl-amine