3-methyl-2,5,6-trichloro-1-[3,5-di-O-(p-toluoyl)-2-deoxy-β-D-ribofuranosyl]indole

Base Information

Chemical Name:3-methyl-2,5,6-trichloro-1-[3,5-di-O-(p-toluoyl)-2-deoxy-β-D-ribofuranosyl]indole
CAS No.:801300-16-3
Molecular Formula:C₃₀H₂₆Cl₃NO₅
Molecular Weight:586.899
Hs Code.:

Synonyms:3-methyl-2,5,6-trichloro-1-[3,5-di-O-(p-toluoyl)-2-deoxy-β-D-ribofuranosyl]indole

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Chemical Property of 3-methyl-2,5,6-trichloro-1-[3,5-di-O-(p-toluoyl)-2-deoxy-β-D-ribofuranosyl]indole

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Technology Process of 3-methyl-2,5,6-trichloro-1-[3,5-di-O-(p-toluoyl)-2-deoxy-β-D-ribofuranosyl]indole

There total 5 articles about 3-methyl-2,5,6-trichloro-1-[3,5-di-O-(p-toluoyl)-2-deoxy-β-D-ribofuranosyl]indole 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: 84.0%

: 4330-21-6
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

: 801300-15-2
3-methyl-2,5,6-trichloroindole

: 801300-16-3
3-methyl-2,5,6-trichloro-1-[3,5-di-O-(p-toluoyl)-2-deoxy-β-D-ribofuranosyl]indole

Guidance literature:: 3-methyl-2,5,6-trichloroindole; With sodium hydride; In tetrahydrofuran; at 20 - 25 ℃; for 0.25h;

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride; In tetrahydrofuran; toluene; at 20 ℃; for 3h;
DOI:10.1021/jm0400146

Reference yield:

: 6725-44-6
methyl 2-(3,4-dichlorophenyl)acetate

: 801300-16-3
3-methyl-2,5,6-trichloro-1-[3,5-di-O-(p-toluoyl)-2-deoxy-β-D-ribofuranosyl]indole

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaNH₂; NH₃ / tetrahydrofuran / 0.5 h / -78 °C

1.2: 89 percent / tetrahydrofuran / 0.5 h / -78 °C

2.1: 98 percent / H₂SO₄; aq. HNO₃ / 0.33 h / 0 °C

3.1: 3.72 g / AcOH / 2 h / 20 °C

4.1: POCl₃ / acetonitrile / 1 h / Heating

4.2: 39 percent / imidazole / acetonitrile / 16 h / Heating

5.1: NaH / tetrahydrofuran / 0.25 h / 20 - 25 °C

5.2: 84 percent / tetrahydrofuran; toluene / 3 h / 20 °C

With sulfuric acid; ammonia; nitric acid; sodium hydride; sodium amide; acetic acid; trichlorophosphate; In tetrahydrofuran; acetonitrile;
DOI:10.1021/jm0400146

Reference yield:

: 185110-22-9
methyl 2-(3,4-dichlorophenyl)propionate

: 801300-16-3
3-methyl-2,5,6-trichloro-1-[3,5-di-O-(p-toluoyl)-2-deoxy-β-D-ribofuranosyl]indole

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / H₂SO₄; aq. HNO₃ / 0.33 h / 0 °C

2.1: 3.72 g / AcOH / 2 h / 20 °C

3.1: POCl₃ / acetonitrile / 1 h / Heating

3.2: 39 percent / imidazole / acetonitrile / 16 h / Heating

4.1: NaH / tetrahydrofuran / 0.25 h / 20 - 25 °C

4.2: 84 percent / tetrahydrofuran; toluene / 3 h / 20 °C

With sulfuric acid; nitric acid; sodium hydride; acetic acid; trichlorophosphate; In tetrahydrofuran; acetonitrile;
DOI:10.1021/jm0400146