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Practical Reactions

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Practical Reactions / Bond Formation

Three-component Condensation / MAC Reagent

α -Acetoxyacetic Acid Methyl Esters; General Procedures Method A (21a-e)

H-MAC-Ac (16; 29.8 mg, 0.24 mmol, 1.2 equiv) was added to a solution of 20 (0.20

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Practical Reactions / FGI

B(OH)2, Bpin → NH2

1
Add boronic acid (0.5 mmol, 1.0 equiv.) and N-Boc-Otosylhydroxylamine (1.5 equiv.) in 1, 2-dichloroethane (1 mL) to a round-bottom flask equipped with a magnetic stirring bar at

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Practical Reactions / Bond Formation

DMF-DMA / dimethylaminomethylation

A solution of 1-[3-(4-benzoyl-2-methyl-piperazin-1-sulfonyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]-ethanone (0.78 g, 1.8 mmol) and dimethylformamide dimetylacetal (6.3 mL)

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Practical Reactions / Bond Formation

Mitsunobu Reaction / Tsunoda Reagent

To a solution of 2-(1,3-dioxan-2-yl)ethylsulfonamide (295.3 mg, 1.5 mmol) and 2-octen-1-ol (155 μL, 1.0 mmol) in dry toluene (5 mL) was added CMBP (0.4 mL, 1.5 mm

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Practical Reactions / Reduction

Borane Reduction

To a solution of 2-((2-methoxyethyl){[trans-(1S,2S)-2-methylcyclopropyl]methyl}amino)-6-[methyl(methylsulfonyl)amino]isonicotinic acid (202 mg, 0.544 mmol) in THF (3 ml) at 0 °C was

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Practical Reactions / FGI

Curtius Rearrangement

A mixture containing 4-(methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid (100 mg, 0.471mmol), diphenyl phosphoryl azide (130 mg, 0.471 mmol) and Et3N (0.07 mL, 0.500 mmol)

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Practical Reactions / Oxidation

Dess-Martin Oxidation

Preparation of (3as, 6S, 6aS)-(9H-fluoren-9-yl)methyl 6-tert-butoxy-3- oxotetrahydro-2H-furo[3,2-b]pyrrole-4(5H)-carboxylate (4c).
Alcohol (4b) (70 mg, 0.165 mmol) was dissolve

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Practical Reactions / Bond Formation

Suzuki-Miyaura Cross Coupling

A screw-top test tube equipped with a magnetic stir bar was charged with 6a or 7a (0.02 mmol, 2 mol %), arylboronic acid (1.50 mmol, 1.50 equiv), and aryl halide (if sol

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