8-Nonenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)- synthesis
- Product Name:8-Nonenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)-
- CAS Number:300831-21-4
- Molecular formula:C14H25NO4
- Molecular Weight:271.35
924307-76-6
24424-99-5
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.
924307-76-6
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24424-99-5
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300831-21-4
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Yield: 85%
Reaction Conditions:
with triethylamine in tetrahydrofuran;water at 15 - 25; for 5 h;
Steps:
5 Example 5:
1.5 g of the compound of formula G 1.0 eq, TEA 2.2 g 2.5 eq,Di-tert-butyl dicarbonate 2.01 g 1.05 eq, THF/ H2O 7.5mL / 2.5mL, reaction at 15 ~ 25 ° C for 5h, add EA 5mL,2N HCl adjusts pH = 6.5, phase separation, aqueous phase with EA 5mL*3 extraction, drying with anhydrous sodium sulfate, filtration and desolvation,Obtained white solid 2.02g, yield 85%
References:
Zhejiang Jiuzhou Pharmaceutical Technology Co., Ltd.;Ye Wenfa;Sun Hai;Li Min CN108689909, 2018, A Location in patent:Paragraph 0069; 0070
24424-99-5
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300831-20-3
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300831-21-4
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![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
1000210-73-0
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300831-21-4
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$88.00/1g