Alternatived Products of [ 89895-19-2 ]
Product Details of [ 89895-19-2 ]
CAS No. : | 89895-19-2 |
MDL No. : | MFCD15146418 |
Formula : |
C7H13NO
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
127.18
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Pubchem ID : | - |
Synonyms : |
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Application In Synthesis of [ 89895-19-2 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 89895-19-2 ]
- 1
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[ 13894-63-8 ]
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[ 89895-19-2 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol
2: hydrogen / platinum(IV) oxide / ethanol |
|
Reference:
[1]Shankaran; Donnelly, Karla L.; Shah, Shrenik K.; Guthikonda, Ravindra N.; MacCoss, Malcolm; Humes, John L.; Pacholok, Stephen G.; Grant, Stephan K.; Kelly; Wong
[Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 17, p. 4539 - 4544]
- 2
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[ 89895-19-2 ]
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[ 2681-94-9 ]
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(S)-2-[(S)-4-propyl-2-oxopyrrolidin-1-yl]butyric acid
[ No CAS ]
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(2S)-2-[(4R)-2-oxo-4-n-propyl-1-pyrrolidinyl]butyric acid
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
With sodium hydride In tetrahydrofuran at 20℃; |
4
Example 4-Synthesis of (S)-2-[4-propyl-2-oxopyrrolidin-1-yl]butyri acids (Ix) (Compound (I) with R1 = n-propyl, R2 = Et, X = COOH) [Show Image] To a suspension of NaH (60% oily dispersion, 0.32g, 8.0 mmol, 4 equiv.) previousely washed twice with heptane was added a solution racemic 4-propyl-pyrrolidon-2-one (0.76 g, 6.0 mmol, 3 equiv.) in tetrahydrofuran (5 ml). The mixture was stirred until end of gas evolution and (R)-2-bromobutyric acid (0.33 g, 2.0 mmol, 1 equiv.) in tetrahydrofuran (5 ml) is added at room temperature. The mixture was stirred overnight. Aqueous 1M NaOH solution (15 ml) was added and the resulting two layers separated. The aqueous phase was washed with dichloromethane (3x15ml) and then acidified with a 1N HCl solution (to pH = 2). The resulting acidic aqueous phase was extracted twice with ethyl acetate (2x15 ml). The combined organic phases were dried (MgSO4), filtered and concentrated to dryness under reduced pressure yielding diastereomeric mixture of (S)-2-[4-propyl-2-oxopyrrolidin-1-yl]butyric acid (0.26 g, 1.2 mmol, 60 %) Chiral HPLC: 90.3% (S,S and R,S not baseline separated)/4.0% (S,R)/5.7% (R,R) |