8-Nonenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)-

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8-Nonenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)- manufacturers

8-Nonenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)- Basic information
Product Name:8-Nonenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)-
Synonyms:8-Nonenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)-;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]non-8-enoic acid;(S)-N-Boc-2-(6'-heptenyl)glycine;(2S)-2-[[(1,1-Dimethylethoxy)carbonyl]amino]-8-nonenoic acid;(2S)-2-{[(tert-butoxy)carbonyl]amino}non-8-enoic acid;Boc- (2S)-2-Amino-8-nonenoic acid;(S)-2-(Boc-amino)-8-nonenoic Acid;Boc-(S)-2-aminonon-8-enoicacid
CAS:300831-21-4
MF:C14H25NO4
MW:271.35
EINECS:
Product Categories:
Mol File:300831-21-4.mol
8-Nonenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)- Structure
8-Nonenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)- Chemical Properties
Boiling point 422.7±45.0 °C(Predicted)
density 1.035±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka4.01±0.21(Predicted)
AppearanceColorless to light yellow Liquid
Safety Information
MSDS Information
8-Nonenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)- Usage And Synthesis
Synthesis
8-Nonenoicacid,2-amino-,(2S)-

924307-76-6

Di-tert-butyl dicarbonate

24424-99-5

8-Nonenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)-

300831-21-4

(S)-2-Aminonon-8-enoic acid (1.5 g, 1.0 eq.) and di-tert-butyl dicarbonate (2.01 g, 1.05 eq.) were reacted in a solvent mixture of THF/H2O (7.5 mL/2.5 mL) in the presence of triethylamine (TEA, 2.2 g, 2.5 eq.) for 5 h at 15-25°C. After completion of the reaction, ethyl acetate (EA, 5 mL) was added. After completion of the reaction, ethyl acetate (EA, 5 mL) was added and the pH was adjusted to 6.5 with 2N HCl. After phase separation, the aqueous phase was extracted with ethyl acetate (5 mL × 3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and the solvent was concentrated to give (S)-2-((tert-butoxycarbonyl)amino)nona-8-enoic acid as a white solid 2.02 g in 85% yield.

References[1] Patent: CN108689909, 2018, A. Location in patent: Paragraph 0069; 0070
[2] Patent: WO2009/46098, 2009, A1. Location in patent: Page/Page column 77-79
[3] Patent: WO2011/63501, 2011, A1. Location in patent: Page/Page column 42
[4] Patent: WO2011/63502, 2011, A1. Location in patent: Page/Page column 64
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