ChemicalBook CAS DataBase List 1-(Boc-amino)cyclopropanecarboxylic acid

1-(Boc-amino)cyclopropanecarboxylic acid synthesis

12synthesis methods

Product Name:1-(Boc-amino)cyclopropanecarboxylic acid
CAS Number:88950-64-5
Molecular formula:C9H15NO4
Molecular Weight:201.22

1-(Boc-amino)cyclopropanecarboxylic Acid is used as a reagent in the synthesis of pyrrolotriazinone derivatives as therapeutic PI3K inhibitors. It was prepared from tert-butyldicarbonate and 1-aminocyclopropane carboxylic acid by stirring in a water-dioxane mixed solution with triethylamine for overnight at room temperature.

24424-99-5 Synthesis

24424-99-5
836 suppliers
$13.50/25G

22059-21-8 Synthesis

22059-21-8
440 suppliers
$14.00/1g

1-(Boc-amino)cyclopropanecarboxylic acid

88950-64-5
269 suppliers
$9.00/250mg

Yield:88950-64-5 93%

Reaction Conditions:

with triethylamine in 1,4-dioxane;water at 20;

Steps:

22 Reference Example 22 1-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopropanecarboxylic Acid Chloromethyl Ester
10.79 g (49.5 mmol) of tert-butyldicarbonate was added to a water-dioxane mixed solution of 5.0 g (49.5 mmol) of 1-aminocyclopropane carboxylic acid and 10.0 g (98.9 mmol) of triethylamine and stirred at room temperature overnight.
The reaction solution was condensed under reduced pressure, and the residue was dissolved in ethyl acetate and washed with a 10% potassium hydrogensulfate solution and saturated saline.
The organic layer was dried with anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure.
Hexane was added to the residue and stirred, and the precipitated crystals were filtered to obtain 9.23 g (93%) of 1-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopropanecarboxylic acid.

References:

Seikagaku Corporation;Kobayashi, Nobuo;Yasuda, Yosuke;Namatsu, Kenichi US2020/138964, 2020, A1 Location in patent:Paragraph 0134-0136

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107259-05-2 Synthesis