methyl (2Z)-2-[(tert-butoxycarbonyl)amino]-3-[4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)-3-fluorophenyl]acrylate

Base Information

Chemical Name:methyl (2Z)-2-[(tert-butoxycarbonyl)amino]-3-[4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)-3-fluorophenyl]acrylate
CAS No.:850321-79-8
Molecular Formula:C₂₂H₂₉FN₂O₇S
Molecular Weight:484.546
Hs Code.:

Synonyms:methyl (2Z)-2-[(tert-butoxycarbonyl)amino]-3-[4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)-3-fluorophenyl]acrylate

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Chemical Property of methyl (2Z)-2-[(tert-butoxycarbonyl)amino]-3-[4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)-3-fluorophenyl]acrylate

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Technology Process of methyl (2Z)-2-[(tert-butoxycarbonyl)amino]-3-[4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)-3-fluorophenyl]acrylate

There total 6 articles about methyl (2Z)-2-[(tert-butoxycarbonyl)amino]-3-[4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)-3-fluorophenyl]acrylate 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: 77.0%

: 850321-78-7
4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)-3-fluorobenzaldehyde

: 121056-95-9,89524-98-1
trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate

: 850321-79-8
methyl (2Z)-2-[(tert-butoxycarbonyl)amino]-3-[4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)-3-fluorophenyl]acrylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jm0600904

Reference yield:

: 850314-47-5
2-tert-butyl-5-chloro-1,1-dioxo-1,2-dihydro-1λ⁶-isothiazol-3-one

: 850321-79-8
methyl (2Z)-2-[(tert-butoxycarbonyl)amino]-3-[4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)-3-fluorophenyl]acrylate

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / triethylamine; [1,1'-bis(diphenylphosphino)ferrocene]PdCl₂*CH₂Cl₂ / toluene / 18 h / 90 °C

2: 79 percent / H₂ / Pd/C / ethanol / 24 h / 2585.74 Torr

3: 61 percent / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 3.5 h / Heating

4: 83 percent / silver nitrate / ethanol; H₂O / 0.5 h / Heating

5: 77 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; hydrogen; silver nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; dibenzoyl peroxide; palladium on activated charcoal; In tetrachloromethane; ethanol; dichloromethane; water; toluene; 1: Suzuki coupling / 5: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm0600904

Reference yield:

: 170981-26-7
2-fluoro-4-methylphenylboronic acid

: 850321-79-8
methyl (2Z)-2-[(tert-butoxycarbonyl)amino]-3-[4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)-3-fluorophenyl]acrylate

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / triethylamine; [1,1'-bis(diphenylphosphino)ferrocene]PdCl₂*CH₂Cl₂ / toluene / 18 h / 90 °C

2: 79 percent / H₂ / Pd/C / ethanol / 24 h / 2585.74 Torr

3: 61 percent / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 3.5 h / Heating

4: 83 percent / silver nitrate / ethanol; H₂O / 0.5 h / Heating

5: 77 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; hydrogen; silver nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; dibenzoyl peroxide; palladium on activated charcoal; In tetrachloromethane; ethanol; dichloromethane; water; toluene; 1: Suzuki coupling / 5: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm0600904