1-[2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-4-fluoro-2-methylindole

Base Information

Chemical Name:1-[2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-4-fluoro-2-methylindole
CAS No.:1354699-93-6
Molecular Formula:C₃₅H₃₄FNO₅
Molecular Weight:567.657
Hs Code.:

Synonyms:1-[2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-4-fluoro-2-methylindole

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-[2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-4-fluoro-2-methylindole

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Technology Process of 1-[2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-4-fluoro-2-methylindole

There total 5 articles about 1-[2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-4-fluoro-2-methylindole 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: 45.0%

: 1354699-89-0
1-[2'-deoxy-β-D-erythro-pentofuranosyl]-4-fluoro-2-methylindole

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 1354699-93-6
1-[2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-4-fluoro-2-methylindole

Guidance literature:: With pyridine; at 20 ℃;
DOI:10.1021/ja208510m

Reference yield:

: 102855-23-2
4-fluoro-1-(phenylsulfonyl)-1H-indole

: 1354699-93-6
1-[2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-4-fluoro-2-methylindole

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; cyclohexane / 0.33 h / -78 °C

1.2: 12 h / -78 - 20 °C

2.1: sodium hydroxide / ethanol / 5 h / Reflux

3.1: sodium hydride / acetonitrile / 0.33 h / 20 °C

3.2: 1.5 h / 20 °C

4.1: sodium methylate / tetrahydrofuran; ethanol / 2 h / 20 °C

5.1: pyridine / 20 °C

With pyridine; n-butyllithium; sodium methylate; sodium hydride; sodium hydroxide; In tetrahydrofuran; ethanol; cyclohexane; acetonitrile;
DOI:10.1021/ja208510m

Reference yield:

: 1354699-91-4
4-fluoro-2-methyl-1-phenylsulfonyl-1H-indole

: 1354699-93-6
1-[2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-4-fluoro-2-methylindole

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydroxide / ethanol / 5 h / Reflux

2.1: sodium hydride / acetonitrile / 0.33 h / 20 °C

2.2: 1.5 h / 20 °C

3.1: sodium methylate / tetrahydrofuran; ethanol / 2 h / 20 °C

4.1: pyridine / 20 °C

With pyridine; sodium methylate; sodium hydride; sodium hydroxide; In tetrahydrofuran; ethanol; acetonitrile;
DOI:10.1021/ja208510m