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[ CAS No. 1492-24-6 ] {[proInfo.proName]}

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Chemical Structure| 1492-24-6
Chemical Structure| 1492-24-6
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Product Details of [ 1492-24-6 ]

CAS No. :1492-24-6 MDL No. :MFCD00064415
Formula : C4H9NO2 Boiling Point : -
Linear Structure Formula :CH3CH2CHNH2COOH InChI Key :QWCKQJZIFLGMSD-VKHMYHEASA-N
M.W : 103.12 Pubchem ID :80283
Synonyms :
Chemical Name :(S)-2-Aminobutanoic acid

Safety of [ 1492-24-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280 UN#:N/A
Hazard Statements:H317 Packing Group:N/A
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Application In Synthesis of [ 1492-24-6 ]

* 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 [ 1492-24-6 ]
  • Downstream synthetic route of [ 1492-24-6 ]

[ 1492-24-6 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 67-56-1 ]
  • [ 1492-24-6 ]
  • [ 7682-18-0 ]
YieldReaction ConditionsOperation in experiment
70% at 40℃; for 3 h; Large scale Adding 18 kg (174.55 mol) of L-2-aminobutyric acid to a 500 L reactor,Anhydrous methanol 90L (5v/w),27.0 kg (226.9 mol) of thionyl chloride was added dropwise at 25 ° C.About 1 hour,Control temperature does not exceed 40 ° C,The solution changed from turbid to clear.After the addition is completed,Warming reflux reaction for 2h,TLC test (spotting 1 time, developing agent: dichloromethane / methanol = 2 / 1 plus 3 drops of three BAmine, RfSM1-1=0.3, RfSM1-2=0.9),After the reaction, the solvent was distilled off under reduced pressure at 50 ° C, and the residual solvent was dried using 9 L (0.5 v/w) acetone; the dry residue was added to 72 L (4 v/w) acetone at 10 ° C for 1 h, filtered, and 9 L (0.5 v/w) acetone was used. Rinse. Filter cake minus 35 ° CDrying to constant weight gave 18769.3 g of a white solid (SM1-2), yield 70percent.
6.2 g at -20 - 27℃; To a solution of (S)-2-aminobutanoic acid (5.0 g, 48 mmol) in methanol (50 ml.) at -20 °C was added dropwise thionyl chloride (3.9 ml_, 53 mmol) and the mixture allowed to warm to ambient temperature and stirred overnight. The reaction mixture was concentrated in vacuo, and then the residue was washed with diethyl ether, filtered and dried under vacuum to afford the title compound as a solid (6.2 g). The crude product was used without further purification in subsequent reactions. LCMS (Method G): 0.16 min, 1 19 [M+H]+
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[2] Angewandte Chemie, 1992, vol. 104, # 1, p. 97 - 99
[3] Journal of Organic Chemistry, 1995, vol. 60, # 21, p. 6776 - 6784
[4] Patent: CN109134341, 2019, A, . Location in patent: Paragraph 0112-0116; 0129-0132
[5] Journal of Organic Chemistry, 1986, vol. 51, # 10, p. 1713 - 1719
[6] Phytochemistry (Elsevier), 1988, vol. 27, # 1, p. 77 - 84
[7] Synlett, 2009, # 8, p. 1227 - 1232
[8] Patent: WO2005/63756, 2005, A1, . Location in patent: Page/Page column 58
[9] Patent: US2011/166372, 2011, A1, . Location in patent: Page/Page column 21
[10] ACS Medicinal Chemistry Letters, 2015, vol. 6, # 7, p. 764 - 769
[11] Patent: WO2016/34882, 2016, A1, . Location in patent: Page/Page column 105
[12] Journal of Medicinal Chemistry, 2017, vol. 60, # 13, p. 5889 - 5908
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