(S)-3-Boc-2,2-dimethyloxazolidine-4-propanoic Acid synthesis
- Product Name:(S)-3-Boc-2,2-dimethyloxazolidine-4-propanoic Acid
- CAS Number:223526-25-8
- Molecular formula:C13H23NO5
- Molecular Weight:273.33
136904-77-3
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223526-25-8
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Yield:223526-25-8 91%
Reaction Conditions:
Stage #1: (4S)-4-(2-methoxycarbonylethyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl esterwith water;sodium hydroxide at 23; for 3.5 h;
Stage #2: with hydrogenchloride in water;ethyl acetate;
Steps:
5.4
Step 4. (S)-3-(3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidin-4-yl)propanoic acid An aqueous solution of sodium hydroxide (195 mL, 4.0 M in H2O, 0.261 mol, 3.0 eq) was added to a solution of (S)-tert-butyl 4-(3-methoxy-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate (25.1 g, 0.087 mol), and the resulting cloudy reaction mixture was stirred at 23° C. for 3.5 hr. The mixture was concentrated under reduced pressure to ~50 mL volume and then was partitioned between 0.5 M HCl (360 ml) and EtOAc (2*360 ml). The combined organic layers were dried over Na2SO4 and were filtered. The filtrate was concentrated under reduced pressure to give (S)-3-(3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidin-4-yl)propanoic acid (21.6 g, 91%), which was used without further purification.
References:
US2010/184805,2010,A1 Location in patent:Page/Page column 33-34
136923-04-1
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![4-Oxazolidinepropanoic acid, 3-[(1,1-dimethylethoxy)carbonyl]-2,2-dimethyl-, phenylmethyl ester, (4S)-](/CAS/20210305/GIF/849438-12-6.gif)
849438-12-6
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223526-25-8
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126587-35-7
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$45.00/10mg
77-76-9
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56-86-0
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