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

Base Information

• Chemical Name: 6-{(2R,3R,4R,5R)-5-[6-(Trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-hexanoic acid
• CAS No.: 191853-43-7
• Molecular Formula: C₇₃H₆₅N₅O₆
• Molecular Weight: 1108.35
• Mol file: 191853-43-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about 6-{(2R,3R,4R,5R)-5-[6-(Trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-hexanoic acid 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: 94.0%

6-{(2R,3R,4R,5R)-5-[6-(Trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-hexanoic acid ethyl ester (191853-42-6) → 6-{(2R,3R,4R,5R)-5-[6-(Trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-hexanoic acid (191853-43-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; ethanol; for 24h; Ambient temperature;

DOI:10.1002/hlca.19970800313

Reference yield:

(2R,3R,4R,5R)-5-(6-(tritylamino)-9H-purin-9-yl)-4-(trityloxy)-2-((trityloxy)methyl)tetrahydrofuran-3-ol (31085-56-0) → 6-{(2R,3R,4R,5R)-5-[6-(Trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-hexanoic acid (191853-43-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / 1.) NaH; 2.) NaI / acetonitrile / 1.) room temp., 10 min; 2.) overnight

2: 94 percent / 1M NaOH / tetrahydrofuran; ethanol / 24 h / Ambient temperature

With sodium hydroxide; sodium hydride; sodium iodide; In tetrahydrofuran; ethanol; acetonitrile;

DOI:10.1002/hlca.19970800313

Reference yield: 90.0%

3-Hydroxypropionitrile (109-78-4) + 6-{(2R,3R,4R,5R)-5-[6-(Trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-hexanoic acid (191853-43-7) → 6-{(2R,3R,4R,5R)-5-[6-(Trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-hexanoic acid 2-cyano-ethyl ester (191853-47-1)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1002/hlca.19970800313

upstream raw materials:

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

(2R,3R,4R,5R)-5-(6-(tritylamino)-9H-purin-9-yl)-4-(trityloxy)-2-((trityloxy)methyl)tetrahydrofuran-3-ol

Downstream raw materials:

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

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

6-((2R,3S,4R,5R)-4-Hydroxy-2-hydroxymethyl-5-{6-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-purin-9-yl}-tetrahydro-furan-3-yloxy)-hexanoic acid 2-cyano-ethyl ester

6-((2R,3S,4R,5R)-4-Hydroxy-2-hydroxymethyl-5-{6-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-purin-9-yl}-tetrahydro-furan-3-yloxy)-hexanoic acid 9H-fluoren-9-ylmethyl ester