methyl 3-((tert-butyldimethylsilyl)oxy)-1-carbamoyl-2,4-bis-(1-tosyl-1H-indol-3-yl)cyclobutane-1-carboxylate

Base Information

Chemical Name:methyl 3-((tert-butyldimethylsilyl)oxy)-1-carbamoyl-2,4-bis-(1-tosyl-1H-indol-3-yl)cyclobutane-1-carboxylate
CAS No.:1571067-33-8
Molecular Formula:C₄₃H₄₇N₃O₈S₂Si
Molecular Weight:826.079
Hs Code.:

Synonyms:methyl 3-((tert-butyldimethylsilyl)oxy)-1-carbamoyl-2,4-bis-(1-tosyl-1H-indol-3-yl)cyclobutane-1-carboxylate

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Chemical Property of methyl 3-((tert-butyldimethylsilyl)oxy)-1-carbamoyl-2,4-bis-(1-tosyl-1H-indol-3-yl)cyclobutane-1-carboxylate

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Technology Process of methyl 3-((tert-butyldimethylsilyl)oxy)-1-carbamoyl-2,4-bis-(1-tosyl-1H-indol-3-yl)cyclobutane-1-carboxylate

There total 5 articles about methyl 3-((tert-butyldimethylsilyl)oxy)-1-carbamoyl-2,4-bis-(1-tosyl-1H-indol-3-yl)cyclobutane-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:

: 3-((tert-butyldimethylsilyl)oxy)-1-(methoxycarbonyl)cyclobutane-1-carboxylic acid

: 1571067-33-8
methyl 3-((tert-butyldimethylsilyl)oxy)-1-carbamoyl-2,4-bis-(1-tosyl-1H-indol-3-yl)cyclobutane-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 15 h / 0 - 20 °C / Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 4 °C / Inert atmosphere

3.1: silver pivalate / toluene / 24 h / 120 °C / Sealed tube; Inert atmosphere

3.2: 24 h / 20 °C / Inert atmosphere

With potassium tert-butylate; silver pivalate; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo4027148

Reference yield:

: 1-methyl 1-(perfluorophenyl)3-((tert-butyldimethylsilyl)oxy)cyclobutane-1,1-dicarboxylate

: 1571067-33-8
methyl 3-((tert-butyldimethylsilyl)oxy)-1-carbamoyl-2,4-bis-(1-tosyl-1H-indol-3-yl)cyclobutane-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 4 °C / Inert atmosphere

2.1: silver pivalate / toluene / 24 h / 120 °C / Sealed tube; Inert atmosphere

2.2: 24 h / 20 °C / Inert atmosphere

With potassium tert-butylate; silver pivalate; In tetrahydrofuran; toluene;
DOI:10.1021/jo4027148

Reference yield:

: methyl 3-hydroxy-1-(4-methoxyphenyl)cyclobutane-1-carboxylate

: 1571067-33-8
methyl 3-((tert-butyldimethylsilyl)oxy)-1-carbamoyl-2,4-bis-(1-tosyl-1H-indol-3-yl)cyclobutane-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2.1: sodium periodate; ruthenium(IV) oxide hydrate / water; ethyl acetate / 14 h / 4 - 20 °C / Inert atmosphere

3.1: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 15 h / 0 - 20 °C / Inert atmosphere

4.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 4 °C / Inert atmosphere

5.1: silver pivalate / toluene / 24 h / 120 °C / Sealed tube; Inert atmosphere

5.2: 24 h / 20 °C / Inert atmosphere

With 1H-imidazole; sodium periodate; ruthenium(IV) oxide hydrate; potassium tert-butylate; silver pivalate; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1021/jo4027148