1-(2-deoxy-5-O-tert-butyldiphenylsilyl-β-D-erythro-pentofuranosyl)-2,5,6-trichloroindole

Base Information

Chemical Name:1-(2-deoxy-5-O-tert-butyldiphenylsilyl-β-D-erythro-pentofuranosyl)-2,5,6-trichloroindole
CAS No.:286949-72-2
Molecular Formula:C₂₉H₃₀Cl₃NO₃Si
Molecular Weight:575.007
Hs Code.:

Synonyms:1-(2-deoxy-5-O-tert-butyldiphenylsilyl-β-D-erythro-pentofuranosyl)-2,5,6-trichloroindole

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Chemical Property of 1-(2-deoxy-5-O-tert-butyldiphenylsilyl-β-D-erythro-pentofuranosyl)-2,5,6-trichloroindole

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Technology Process of 1-(2-deoxy-5-O-tert-butyldiphenylsilyl-β-D-erythro-pentofuranosyl)-2,5,6-trichloroindole

There total 6 articles about 1-(2-deoxy-5-O-tert-butyldiphenylsilyl-β-D-erythro-pentofuranosyl)-2,5,6-trichloroindole 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%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 286949-70-0
1-(2-deoxy-β-D-erythro-pentofuranosyl)-2,5,6-trichloroindole

: 286949-72-2
1-(2-deoxy-5-O-tert-butyldiphenylsilyl-β-D-erythro-pentofuranosyl)-2,5,6-trichloroindole

Guidance literature:: With pyridine; at 20 ℃; for 24h;
DOI:10.1021/jm990320x

Reference yield:

: 37777-90-5
2-nitro-4,5-dichlorophenylacetic acid

: 286949-72-2
1-(2-deoxy-5-O-tert-butyldiphenylsilyl-β-D-erythro-pentofuranosyl)-2,5,6-trichloroindole

Guidance literature:: Multi-step reaction with 6 steps

1.1: 82 percent / concd H₂SO₄ / 7 h / Heating

2.1: 76 percent / H₂; AcOH / PtO₂ / 20 h / 20 °C / 2068.65 Torr

3.1: 70 percent / POCl₃; imidazole / 1,2-dichloro-ethane / 2.5 h / Heating

4.1: NaH / acetonitrile / 0.17 h / 20 °C

4.2: 92 percent / acetonitrile / 0.33 h

5.1: 98 percent / NaOMe / methanol / 2 h / 20 °C

6.1: 90 percent / pyridine / 24 h / 20 °C

With pyridine; 1H-imidazole; sulfuric acid; hydrogen; sodium methylate; sodium hydride; acetic acid; trichlorophosphate; platinum(IV) oxide; In methanol; 1,2-dichloro-ethane; acetonitrile; 1.1: Esterification / 2.1: Reduction / 3.1: Chlorination / 4.1: Metallation / 4.2: Glycosylation / 5.1: Debenzoylation / 6.1: Silylation;
DOI:10.1021/jm990320x

Reference yield:

: 286949-63-1
4,5-dichloro-2-nitrophenylacetic acid methyl ester

: 286949-72-2
1-(2-deoxy-5-O-tert-butyldiphenylsilyl-β-D-erythro-pentofuranosyl)-2,5,6-trichloroindole

Guidance literature:: Multi-step reaction with 5 steps

1.1: 76 percent / H₂; AcOH / PtO₂ / 20 h / 20 °C / 2068.65 Torr

2.1: 70 percent / POCl₃; imidazole / 1,2-dichloro-ethane / 2.5 h / Heating

3.1: NaH / acetonitrile / 0.17 h / 20 °C

3.2: 92 percent / acetonitrile / 0.33 h

4.1: 98 percent / NaOMe / methanol / 2 h / 20 °C

5.1: 90 percent / pyridine / 24 h / 20 °C

With pyridine; 1H-imidazole; hydrogen; sodium methylate; sodium hydride; acetic acid; trichlorophosphate; platinum(IV) oxide; In methanol; 1,2-dichloro-ethane; acetonitrile; 1.1: Reduction / 2.1: Chlorination / 3.1: Metallation / 3.2: Glycosylation / 4.1: Debenzoylation / 5.1: Silylation;
DOI:10.1021/jm990320x