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

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 ethyl ester
• CAS No.: 191853-42-6
• Molecular Formula: C₇₅H₆₉N₅O₆
• Molecular Weight: 1136.4
• Mol file: 191853-42-6.mol

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

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 ethyl ester

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 ethyl ester

There total 1 articles about 6-{(2R,3R,4R,5R)-5-[6-(Trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-hexanoic acid ethyl ester 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: 71.0%

6-bromo-hexanoic acid ethyl ester (25542-62-5) + (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 ethyl ester (191853-42-6)

Guidance literature:

With sodium hydride; sodium iodide; In acetonitrile; 1.) room temp., 10 min; 2.) overnight;

DOI:10.1002/hlca.19970800313

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:

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,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 (191853-57-3)

Guidance literature:

Multi-step reaction with 6 steps

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

2: 67 percent / EDC*HCl, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

3: 78 percent / 80percent AcOH / H₂O / 0.5 h / 100 °C

4: (NH₂₄)SO₄ / dioxane / 3 h / Heating

5: CH₂Cl₂

6: 80percent AcOH / H₂O / 1 h

With dmap; sodium hydroxide; (NH₂₄)SO₄; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water;

DOI:10.1002/hlca.19970800313

upstream raw materials:

6-bromo-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

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

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