N²-isobutyryl-7-<5-O-(4,4'-dimethoxytrityl)-2-deoxy-β-D-erythro-pentofuranosyl>guanine

Base Information

• Chemical Name: N²-isobutyryl-7-<5-O-(4,4'-dimethoxytrityl)-2-deoxy-β-D-erythro-pentofuranosyl>guanine
• CAS No.: 180634-29-1
• Molecular Formula: C₃₅H₃₇N₅O₇
• Molecular Weight: 639.708

Synonyms:N²-isobutyryl-7-<5-O-(4,4'-dimethoxytrityl)-2-deoxy-β-D-erythro-pentofuranosyl>guanine

Chemical Property of N²-isobutyryl-7-<5-O-(4,4'-dimethoxytrityl)-2-deoxy-β-D-erythro-pentofuranosyl>guanine

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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Technology Process of N²-isobutyryl-7-<5-O-(4,4'-dimethoxytrityl)-2-deoxy-β-D-erythro-pentofuranosyl>guanine

There total 6 articles about N²-isobutyryl-7-<5-O-(4,4'-dimethoxytrityl)-2-deoxy-β-D-erythro-pentofuranosyl>guanine 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: 72.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N2-isobutyryl-7-(2-deoxy-β-D-erythro-pentofuranosyl)guanine (180634-28-0) → N2-isobutyryl-7-<5-O-(4,4'-dimethoxytrityl)-2-deoxy-β-D-erythro-pentofuranosyl>guanine (180634-29-1)

Guidance literature:

In pyridine; for 2.5h; Ambient temperature;

DOI:10.1002/jhet.5570310441

Reference yield:

N7-(β-D-Ribofuranosyl)guanin (15373-27-0) → N2-isobutyryl-7-<5-O-(4,4'-dimethoxytrityl)-2-deoxy-β-D-erythro-pentofuranosyl>guanine (180634-29-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) chlorotrimethylsilane / 1.) pyridine, 1 h, 2.) pyridine, 2 h

2: 72 percent / pyridine / 2.5 h / Ambient temperature

3: 69 percent / 4-dimethylaminopyridine / acetonitrile / 4 h / Ambient temperature

4: 67 percent / 2,2'-azobis(2-methylpropionitrile, tributyltin hydride / toluene / 3.5 h / 75 °C

5: 76 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

6: 72 percent / pyridine / 2.5 h / Ambient temperature

With dmap; chloro-trimethyl-silane; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; In tetrahydrofuran; pyridine; toluene; acetonitrile;

DOI:10.1002/jhet.5570310441

Reference yield:

N2-isobutyryl-7-β-ribofuranosylguanine → N2-isobutyryl-7-<5-O-(4,4'-dimethoxytrityl)-2-deoxy-β-D-erythro-pentofuranosyl>guanine (180634-29-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 72 percent / pyridine / 2.5 h / Ambient temperature

2: 69 percent / 4-dimethylaminopyridine / acetonitrile / 4 h / Ambient temperature

3: 67 percent / 2,2'-azobis(2-methylpropionitrile, tributyltin hydride / toluene / 3.5 h / 75 °C

4: 76 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

5: 72 percent / pyridine / 2.5 h / Ambient temperature

With dmap; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; In tetrahydrofuran; pyridine; toluene; acetonitrile;

DOI:10.1002/jhet.5570310441

upstream raw materials:

4,4'-dimethoxytrityl chloride

N²-isobutyryl-7-(2-deoxy-β-D-erythro-pentofuranosyl)guanine

N⁷-(β-D-Ribofuranosyl)guanin

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