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24037386Acid-mediated Pictet-Spengler of MNR8-1 to give dimethoxy PZQ analog MNR11-1
Experiments
plus.google.com-113014781212630252105Murray Robertson

Hazard and Risk Assessment:[data]1430[/data]

Procedure:MNR8-1 (80 mg, 0.22 mmol) was stirred with methanesulfonic acid (1.4 mL, 22 mmol) at 60°C and after 3 hours (first TLC) all the starting material had been consumed. The reaction was quenched with saturated sodium carbonate and extracted with EtOAc (20 mL x2). The organic fractions were dried over magnesium sulfate, filtered and concentrated under reduced pressure.

Crude proton NMR showed what looked like product and the loss of key starting material peaks. [data]1470[/data]

FCC EtOAc/Hexane (50-80%).

Frac 27-28:- 0.037 g, 0.1 mmol, 58 % as a white gummy oil.

[data]1472[/data][data]1915[/data]

 

IR [data]5359[/data]

Lab book page complete, MNR

]]>

Hazard and Risk Assessment:

HIRAC MNR11.pdf

Procedure:MNR8-1 (80 mg, 0.22 mmol) was stirred with methanesulfonic acid (1.4 mL, 22 mmol) at 60°C and after 3 hours (first TLC) all the starting material had been consumed. The reaction was quenched with saturated sodium carbonate and extracted with EtOAc (20 mL x2). The organic fractions were dried over magnesium sulfate, filtered and concentrated under reduced pressure.

Crude proton NMR showed what looked like product and the loss of key starting material peaks.

mnr11-1_crude.pdf

FCC EtOAc/Hexane (50-80%).

Frac 27-28:- 0.037 g, 0.1 mmol, 58 % as a white gummy oil.

mnr11-1_frac27-38.pdf
mnr11-1.zip

 

IR 

1b rac IR MNR11-1.jpg

Lab book page complete, MNR

Linked Entries
This entry is linked by:
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24037185Acid-mediated Pictet-Spengler of MNR8-1 to give dimethoxy PZQ analog MNR11-1
Experiments
plus.google.com-113014781212630252105Murray Robertson

Hazard and Risk Assessment:[data]1430[/data]

Procedure:MNR8-1 (80 mg, 0.22 mmol) was stirred with methanesulfonic acid (1.4 mL, 22 mmol) at 60°C and after 3 hours (first TLC) all the starting material had been consumed. The reaction was quenched with saturated sodium carbonate and extracted with EtOAc (20 mL x2). The organic fractions were dried over magnesium sulfate, filtered and concentrated under reduced pressure.

Crude proton NMR showed what looked like product and the loss of key starting material peaks. [data]1470[/data]

FCC EtOAc/Hexane (50-80%).

Frac 27-28:- 0.037 g, 0.1 mmol, 58 % as a white gummy oil.

[data]1472[/data][data]1915[/data]

 

IR [data]5359[/data]

Lab book page complete, MNR

]]>

Hazard and Risk Assessment:

HIRAC MNR11.pdf

Procedure:MNR8-1 (80 mg, 0.22 mmol) was stirred with methanesulfonic acid (1.4 mL, 22 mmol) at 60°C and after 3 hours (first TLC) all the starting material had been consumed. The reaction was quenched with saturated sodium carbonate and extracted with EtOAc (20 mL x2). The organic fractions were dried over magnesium sulfate, filtered and concentrated under reduced pressure.

Crude proton NMR showed what looked like product and the loss of key starting material peaks.

mnr11-1_crude.pdf

FCC EtOAc/Hexane (50-80%).

Frac 27-28:- 0.037 g, 0.1 mmol, 58 % as a white gummy oil.

mnr11-1_frac27-38.pdf
mnr11-1.zip

 

IR 

1b rac IR MNR11-1.jpg

Lab book page complete, MNR

Linked Entries
This entry is linked by:
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