Benzenesulfonamide, N-[(1S,2E)-1-[(4S,5S)-5-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2, 2-dimethyl-1,3-dioxolan-4-yl]-2-pentenyl]-2-nitro-

Base Information

Chemical Name:Benzenesulfonamide, N-[(1S,2E)-1-[(4S,5S)-5-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2, 2-dimethyl-1,3-dioxolan-4-yl]-2-pentenyl]-2-nitro-
CAS No.:617700-45-5
Molecular Formula:C23H38N2O7SSi
Molecular Weight:514.715
Hs Code.:

Benzenesulfonamide,
N-[(1S,2E)-1-[(4S,5S)-5-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2,
2-dimethyl-1,3-dioxolan-4-yl]-2-pentenyl]-2-nitro-

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Chemical Property of Benzenesulfonamide, N-[(1S,2E)-1-[(4S,5S)-5-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2, 2-dimethyl-1,3-dioxolan-4-yl]-2-pentenyl]-2-nitro-

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Technology Process of Benzenesulfonamide, N-[(1S,2E)-1-[(4S,5S)-5-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2, 2-dimethyl-1,3-dioxolan-4-yl]-2-pentenyl]-2-nitro-

There total 11 articles about Benzenesulfonamide, N-[(1S,2E)-1-[(4S,5S)-5-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2, 2-dimethyl-1,3-dioxolan-4-yl]-2-pentenyl]-2-nitro- 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:

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: (E)-1-[(4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-pent-2-enylamine

: 617700-45-5
(3E,5S,6S,7S)-8-[(tert-butyldimethylsilyl)oxy]-6,7-(isopropylidenedioxy)-5-[(2-nitrobenzenesulfonyl)amino]-oct-3-ene

: (3E,5R,6S,7S)-8-[(tert-butyldimethylsilyl)oxy]-6,7-(isopropylidenedioxy)-5-[(2-nitrobenzenesulfonyl)amino]-oct-3-ene

Guidance literature:: With triethylamine;
DOI:10.1055/s-2003-39314

Reference yield:

: (4E,6S,7S)-8-[(tert-butyldimethylsilyl)oxy]-6,7-(isopropylidenedioxy)-oct-4-en-3-ol

: 617700-45-5
(3E,5S,6S,7S)-8-[(tert-butyldimethylsilyl)oxy]-6,7-(isopropylidenedioxy)-5-[(2-nitrobenzenesulfonyl)amino]-oct-3-ene

Guidance literature:: Multi-step reaction with 5 steps

1.1: CH₂Cl₂ / 0.33 h / 0 °C

1.2: 95 percent / aq. K₂CO₃ / methanol / 7 h / 20 °C

2.1: CBr₄; PPh₃; Et₃N / CH₂Cl₂ / 0.33 h / -20 - 0 °C

3.1: 106 mg / CH₂Cl₂ / 3 h / 0 - 20 °C

4.1: Zn; AcOH / tetrahydrofuran / 4 h / 20 °C

5.1: 285 mg / aq. NaHCO₃ / CH₂Cl₂ / 2 h / 0 °C

With carbon tetrabromide; sodium hydrogencarbonate; acetic acid; triethylamine; triphenylphosphine; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1002/chem.200400830

Reference yield:

: tert-Butyl-[(4S,5S)-5-((E)-(S)-1-isocyanato-pent-2-enyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-dimethyl-silane

: 617700-45-5
(3E,5S,6S,7S)-8-[(tert-butyldimethylsilyl)oxy]-6,7-(isopropylidenedioxy)-5-[(2-nitrobenzenesulfonyl)amino]-oct-3-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 106 mg / CH₂Cl₂ / 3 h / 0 - 20 °C

2: Zn; AcOH / tetrahydrofuran / 4 h / 20 °C

3: 285 mg / aq. NaHCO₃ / CH₂Cl₂ / 2 h / 0 °C

With sodium hydrogencarbonate; acetic acid; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1002/chem.200400830