3-(tert-Butoxycarbonylamino)cyclobutanecarboxylic acid

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3-(tert-Butoxycarbonylamino)cyclobutanecarboxylic acid Basic information
Product Name:3-(tert-Butoxycarbonylamino)cyclobutanecarboxylic acid
Synonyms:3-(tert-Butoxycarbonylamino)cyclobutanecarboxylic acid;3-(tert-Butoxycarbonylami...;3-[[(1,1-Dimethylethoxy)carbonyl]amino]cyclobutanecarboxylic acid;3-{[(tert-butoxy)carbonyl]amino}cyclobutane-1-carboxylic acid;3-(tert-Butoxycarbonylamino)cyclobutanecarboxylic acid - B0234;Reaxys ID: 15523810;Cyclobutanecarboxylic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-;3-{[(tert-butoxy)carbonyl]amino}cyclobutane-1-carboxylic aci...
CAS:946152-72-3
MF:C10H17NO4
MW:215.25
EINECS:
Product Categories:
Mol File:946152-72-3.mol
3-(tert-Butoxycarbonylamino)cyclobutanecarboxylic acid Structure
3-(tert-Butoxycarbonylamino)cyclobutanecarboxylic acid Chemical Properties
Boiling point 368.3±31.0 °C(Predicted)
density 1.17±0.1 g/cm3(Predicted)
storage temp. 2-8°C
pka4.58±0.40(Predicted)
AppearanceWhite to off-white Solid
Safety Information
HS Code 2924297099
MSDS Information
3-(tert-Butoxycarbonylamino)cyclobutanecarboxylic acid Usage And Synthesis
Synthesis
ETHYL 3-((TERT-BUTOXYCARBONYL)AMINO)CYCLOBUTANECARBOXYLATE

946152-71-2

3-(tert-Butoxycarbonylamino)cyclobutanecarboxylic acid

946152-72-3

Step 2: To a solution of ethyl 3-((tert-butoxycarbonyl)amino)cyclobutanecarboxylate (0.4 g, 1.64 mmol) in tetrahydrofuran (6.5 mL) was added a solution of lithium hydroxide monohydrate (0.138 g, 3.28 mmol) in water (6.5 mL), and the reaction mixture was stirred at room temperature overnight. After completion of the reaction, the reaction mixture was washed with ether (20 mL) and the aqueous phase was acidified with 1 M potassium bisulfate. The product was extracted with ethyl acetate (3×20 mL), the organic phase was dried with anhydrous magnesium sulfate, and concentrated under reduced pressure to give 3-(Boc-amino)cyclobutanecarboxylic acid (0.335 g, 95%) as a white crystalline solid: no molecular ion peaks were observed in the mass spectra.

References[1] Patent: US2007/191406, 2007, A1. Location in patent: Page/Page column 37
3-(tert-Butoxycarbonylamino)cyclobutanecarboxylic acid Preparation Products And Raw materials
Raw materialsEthyl 3-((tert-butoxycarbonyl)amino)cyclobutanecarboxylate-->Lithium hydroxide-->Water-->Potassium bisulfate-->Tetrahydrofuran
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