(S)-3-(2-AMino-acetylaMino)-pyrrolidine-1-carboxylic acid tert-butyl ester synthesis
- Product Name:(S)-3-(2-AMino-acetylaMino)-pyrrolidine-1-carboxylic acid tert-butyl ester
- CAS Number:193269-79-3
- Molecular formula:C11H21N3O3
- Molecular Weight:243.3
![1-Pyrrolidinecarboxylic acid, 3-[(2-bromoacetyl)amino]-, 1,1-dimethylethyl ester, (3S)-](/CAS/20210305/GIF/1055268-63-7.gif)
1055268-63-7
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193269-79-3
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Yield:193269-79-3 96.8%
Reaction Conditions:
with ammonium hydroxide;sodium iodide in methanol;water at 20; for 48 h;
Steps:
31.2
Step 2:To a solution of compound 157 (6.0 g, 19.53 mmol) in MeOH (110 mL) was added Nal (8.78 g, 58.6 mmol) and 28% aqueous NH4OH (1 10 mL). The resulting mixture was stirred at room temperature for 48 h. The mixture was evaporated under reduced pressure to dryness. The residue was purified by silica gel flash chromatography eluting with ACN to give 4.6 g of the desired product 158 (96.8%). 1H NMR (CDCI3, 400 MHz): δ 8.38 and 8.28 (s + s, 1H), 7.64 (br s, 2H), 4.51 - 4.42 (m, 1H), 4.25 - 4.00 (m, 2H), 3.66 - 3.34 (m, 4H), 2.20 - 2.00 (m, 2H), 1.41 (s, 9H).
References:
WO2011/160020,2011,A2 Location in patent:Page/Page column 112-113
335280-33-6
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