(3S,4S)-N-Boc-3-(benzylamino)-4-hydroxypyrrolidine synthesis
- Product Name:(3S,4S)-N-Boc-3-(benzylamino)-4-hydroxypyrrolidine
- CAS Number:252574-03-1
- Molecular formula:C16H24N2O3
- Molecular Weight:292.37
![1-Pyrrolidinecarboxylic acid, 3-hydroxy-4-[(phenylmethyl)amino]-, 1,1-dimethylethyl ester, (3S,4S)-, mono[(αS)-α-hydroxybenzeneacetate] (salt) (9CI)](/CAS/20211123/GIF/252574-04-2.gif)
252574-04-2
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252574-03-1
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Yield:252574-03-1 65%
Reaction Conditions:
with water;potassium carbonate
Steps:
57
PREPARATION 57 (3S,4S)-3-Benzylamino-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester To (3S,4S)-3-benzylamino-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (+)-mandelic acid salt (60.0 g) add 3% aqueous potassium carbonate (300 mL) and extract the free amine with ethyl acetate (3*250 mL). Wash the combined organic layer with brine and dry over anhydrous sodium sulfate. Evaporate the solvent under reduced pressure to obtain the (S,S)-enantiomer as a white solid (34.0 g, 65%). APCI MS m/z 293 [M+H]+; mp 69-70° C., [α]23D+18.0° (c, 0.50, MeOH).
References:
US2009/163472,2009,A1 Location in patent:Page/Page column 25
24424-99-5
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252574-03-1
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73286-70-1
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252574-03-1
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![3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane](/CAS/GIF/114214-49-2.gif)
114214-49-2
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252574-03-1
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4248-19-5
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252574-03-1
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$129.00/2mg