4-Oxo-pentanoic acid 11-{(2R,3R,4R,5R)-5-[6-(trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-undecyl ester

Base Information

Chemical Name:4-Oxo-pentanoic acid 11-{(2R,3R,4R,5R)-5-[6-(trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-undecyl ester
CAS No.:191853-44-8
Molecular Formula:C₈₃H₈₃N₅O₇
Molecular Weight:1262.6
Hs Code.:

Synonyms:4-Oxo-pentanoic acid 11-{(2R,3R,4R,5R)-5-[6-(trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-undecyl ester

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Chemical Property of 4-Oxo-pentanoic acid 11-{(2R,3R,4R,5R)-5-[6-(trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-undecyl ester

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Technology Process of 4-Oxo-pentanoic acid 11-{(2R,3R,4R,5R)-5-[6-(trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-undecyl ester

There total 4 articles about 4-Oxo-pentanoic acid 11-{(2R,3R,4R,5R)-5-[6-(trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-undecyl 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: 86.0%

: 123-76-2
levulinic acid

: 191853-39-1
11-{(2R,3R,4R,5R)-5-[6-(Trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-undecan-1-ol

: 191853-44-8
4-Oxo-pentanoic acid 11-{(2R,3R,4R,5R)-5-[6-(trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-undecyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1002/hlca.19970800313

Reference yield:

: 1611-56-9
1-Bromo-11-hydroxyundecane

: 191853-44-8
4-Oxo-pentanoic acid 11-{(2R,3R,4R,5R)-5-[6-(trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-undecyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / 1H-imidazole / tetrahydrofuran

2: 88 percent / 1.) NaH; 2.) NaI / acetonitrile / 1.) room temp., 20 min.; 2.) room temp. overnight

3: 94 percent / Bu₄NF*3H₂O / tetrahydrofuran / Ambient temperature

4: 86 percent / EDC*HCl, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium iodide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/hlca.19970800313

Reference yield:

: 191853-33-5
(11-bromoundecyloxy)dimethyl(1,1,2-trimethylpropyl)silane

: 191853-44-8
4-Oxo-pentanoic acid 11-{(2R,3R,4R,5R)-5-[6-(trityl-amino)-purin-9-yl]-4-trityloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy}-undecyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / 1.) NaH; 2.) NaI / acetonitrile / 1.) room temp., 20 min.; 2.) room temp. overnight

2: 94 percent / Bu₄NF*3H₂O / tetrahydrofuran / Ambient temperature

3: 86 percent / EDC*HCl, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

With dmap; tetrabutyl ammonium fluoride; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium iodide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/hlca.19970800313