tert-butyl 6-((tert-butyldiphenylsilyl)oxy)-3-iodo-1H-indazole-1-carboxylate

Base Information

Chemical Name:tert-butyl 6-((tert-butyldiphenylsilyl)oxy)-3-iodo-1H-indazole-1-carboxylate
CAS No.:1204772-92-8
Molecular Formula:C₂₈H₃₁IN₂O₃Si
Molecular Weight:598.556
Hs Code.:

Synonyms:tert-butyl 6-((tert-butyldiphenylsilyl)oxy)-3-iodo-1H-indazole-1-carboxylate

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Chemical Property of tert-butyl 6-((tert-butyldiphenylsilyl)oxy)-3-iodo-1H-indazole-1-carboxylate

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Technology Process of tert-butyl 6-((tert-butyldiphenylsilyl)oxy)-3-iodo-1H-indazole-1-carboxylate

There total 5 articles about tert-butyl 6-((tert-butyldiphenylsilyl)oxy)-3-iodo-1H-indazole-1-carboxylate 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: 76.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1204772-91-7
6-((tert-butyldiphenylsilyl)oxy)-3-iodo-1H-indazole

: 1204772-92-8
tert-butyl 6-((tert-butyldiphenylsilyl)oxy)-3-iodo-1H-indazole-1-carboxylate

Guidance literature:: With dmap; triethylamine; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/acs.jmedchem.5b00638

Reference yield:

: 6967-12-0
6-amino-1H-indazole

: 1204772-92-8
tert-butyl 6-((tert-butyldiphenylsilyl)oxy)-3-iodo-1H-indazole-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrafluoroboric acid; sodium nitrite / water / 0.5 h / 0 °C

1.2: 0.5 h / 50 - 130 °C

2.1: sodium hydroxide; water / ethanol / 1 h / 20 °C

3.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

4.1: potassium tert-butylate; iodine / tetrahydrofuran / 0.67 h / 0 - 20 °C / Inert atmosphere

5.1: triethylamine; dmap / tetrahydrofuran / 20 °C

With 1H-imidazole; dmap; tetrafluoroboric acid; potassium tert-butylate; water; iodine; triethylamine; sodium hydroxide; sodium nitrite; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.5b00638

Reference yield:

: 348-25-4
6-fluoro-1H-indazole

: 1204772-92-8
tert-butyl 6-((tert-butyldiphenylsilyl)oxy)-3-iodo-1H-indazole-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydroxide; water / ethanol / 1 h / 20 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

3: potassium tert-butylate; iodine / tetrahydrofuran / 0.67 h / 0 - 20 °C / Inert atmosphere

4: triethylamine; dmap / tetrahydrofuran / 20 °C

With 1H-imidazole; dmap; potassium tert-butylate; water; iodine; triethylamine; sodium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.5b00638