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

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 2-cyano-ethyl ester
CAS No.:191853-47-1
Molecular Formula:C₇₆H₆₈N₆O₆
Molecular Weight:1161.41
Hs Code.:

Synonyms: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

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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 2-cyano-ethyl ester

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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 2-cyano-ethyl ester

There total 3 articles about 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 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%

: 109-78-4
3-Hydroxypropionitrile

: 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

: 191853-47-1
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

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:

: 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 ethyl ester

: 191853-47-1
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

Guidance literature:: Multi-step reaction with 2 steps

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

2: 90 percent / EDC*HCl, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

With dmap; sodium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1002/hlca.19970800313

Reference yield:

: 31085-56-0
(2R,3R,4R,5R)-5-(6-(tritylamino)-9H-purin-9-yl)-4-(trityloxy)-2-((trityloxy)methyl)tetrahydrofuran-3-ol

: 191853-47-1
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

Guidance literature:: Multi-step reaction with 3 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

3: 90 percent / EDC*HCl, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

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