(3S,4S)-1-benzyl-4-methylpyrrolidine-3-carboxylic acid synthesis
- Product Name:(3S,4S)-1-benzyl-4-methylpyrrolidine-3-carboxylic acid
- CAS Number:604798-83-6
- Molecular formula:C13H17NO2
- Molecular Weight:219.28
181114-98-7
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Yield:604798-83-6 74.7%
Reaction Conditions:
with lithium hydroxide monohydrate in methanol;water at 0; for 12 h;
Steps:
11.1 Step 1: Synthesis of (trans) -1-benzyl-4-methylpyrrolidine-3-carboxylic acid
(Trans) -1-Benzyl-4-methylpyrrolidine-3-carboxylic acid methyl ester (8.0 g, 0.034 mol, 1.0 eq) was dissolved in MeOH, and the temperature was lowered to 0 ° C.Add LiOH.H2O (4.32g, 0.103mol, 3.0eq) in water (25mL) and stir for 12h.TLC monitoring showed complete reaction,Concentrate, add water (100mL) and stir, adjust the pH to 5-6 with citric acid, and extract with DCM: IPA (5: 1) (50mL × 4)The organic phases were combined, dried, filtered, and concentrated to give the product (5.6 g, yield: 74.7%).
References:
CN110357888,2019,A Location in patent:Paragraph 0252-0255
![2-Oxazolidinone, 3-[[(3S,4S)-4-methyl-1-(phenylmethyl)-3-pyrrolidinyl]carbonyl]-4-phenyl-, (4R)-](/CAS/20210305/GIF/189506-93-2.gif)
189506-93-2
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604798-83-6
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93102-05-7
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