Alternatived Products of [ 114760-51-9 ]
Product Details of [ 114760-51-9 ]
CAS No. : | 114760-51-9 |
MDL No. : | |
Formula : |
C17H33NO5Si
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
359.53
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 114760-51-9 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 114760-51-9 ]
* 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.
- Upstream synthesis route of [ 114760-51-9 ]
- Downstream synthetic route of [ 114760-51-9 ]
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[ 114676-69-6 ]
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[ 18162-48-6 ]
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[ 114760-51-9 ]
Yield | Reaction Conditions | Operation in experiment |
100% |
In N,N-dimethyl-formamide at 0 - 20℃; for 4h; |
1 (2R,4R)-1-tert-butyl 2-methyl 4-((tert-butyldimethylsilyl)oxy)pyrrolidine-1,2-dicarboxylate
3C (49.05 g, 0.2 mol) was dissolved in N, N-dimethylformamide (300 mL) at room temperature, cooled to 0 ° C,(21.8 g, 0.22 mol) and tri-butyldimethylchlorosilane (62.7 g, 0.42 mmol) were added to the reaction mixture, and the reaction was stirred at room temperature for 4 hours.The reaction solution was poured into ice water (400 mL) and extracted with methyl tertiary butyl ether (200 mL x 3).The organic phase was washed successively with hydrochloric acid (1 mol / L, 300 mL x 1), sodium bicarbonate solution (300 mL x 1), saturated brine solution (300 mL x 2).Dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated under reduced pressure to give a pale yellow liquid 5A (72 g, yield 100%). |
99% |
With 1H-imidazole In N,N-dimethyl-formamide for 1.5h; Ambient temperature; |
|
94% |
With 1H-imidazole In N,N-dimethyl-formamide |
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Reference:
[1]Current Patent Assignee: HAISCO PHARMACEUTICAL GROUP CO., LTD. - TW2017/8221, 2017, A
Location in patent: Page/Page column 49
[2]Rosen, Terry; Chu, Daniel T. W.; Lico, Isabella M.; Fernandes, Prabhavathi B.; Marsh, Kennan; et al.
[Journal of Medicinal Chemistry, 1988, vol. 31, # 8, p. 1598 - 1611]
[3]Amino, Yusuke
[Chemical and Pharmaceutical Bulletin, 2016, vol. 64, # 8, p. 1242 - 1247]
[4]Zhang, Haile; Mitsumori, Susumu; Utsumi, Naoto; Imai, Masanori; Garcia-Delgado, Noemi; Mifsud, Maria; Albertshofer, Klaus; Cheong, Paul Ha-Yeon; Houk; Tanaka, Fujie; Barbas III, Carlos F.
[Journal of the American Chemical Society, 2008, vol. 130, # 3, p. 875 - 886]
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[ 114676-59-4 ]
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[ 114760-51-9 ]
- 3
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[ 114760-51-9 ]
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[ 152673-32-0 ]
- 4
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[ 114760-51-9 ]
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[ 114676-61-8 ]
- 5
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[ 69739-34-0 ]
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[ 114676-69-6 ]
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[ 114760-51-9 ]
Yield | Reaction Conditions | Operation in experiment |
90.45% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at -40℃; for 3h; |
2.1 Synthesis of (2R,4R)-1-tert-butyl 2-methyl 4-((tert-butyldimethylsilyl)oxy)pyrrolidine-1,2-dicarboxylate
(2R, 4R) -1- tert-butyl-4-hydroxy-2-methyl pyrrolidine-1,2-carbonate (5g, 20.40mmol) was dissolved in dichloromethane (40 mL) in, DIPEA (7.46mL, 44.87mmol), cooled to -40 , stirring was continued after dropwise tert-butyldimethylsilyl triflate (5.63mL, 24.48mmol) 3h.Large amount of water was added to quench the reaction, methylene chloride was added and extracted, dried over anhydrous sodium sulfate, concentrated and purified by column, eluent: PE / EA = 3/1, to give the desired product 6.63g, yield 90.45% |
- 6
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[ 77449-94-6 ]
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[ 114760-51-9 ]
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