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Chemical Structure| 6600-40-4 Chemical Structure| 6600-40-4
Chemical Structure| 6600-40-4

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L-Norvaline is an endogenous metabolic product.

Synonyms: NSC 203786; L-Nva; α-L-Aminopentanoic Acid

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Product Details of L-Norvaline

CAS No. :6600-40-4
Formula : C5H11NO2
M.W : 117.15
SMILES Code : CCC[C@H](N)C(O)=O
Synonyms :
NSC 203786; L-Nva; α-L-Aminopentanoic Acid
MDL No. :MFCD00064421
InChI Key :SNDPXSYFESPGGJ-BYPYZUCNSA-N
Pubchem ID :65098

Safety of L-Norvaline

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of L-Norvaline

* 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 [ 6600-40-4 ]
  • Downstream synthetic route of [ 6600-40-4 ]

[ 6600-40-4 ] Synthesis Path-Upstream   1~3

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YieldReaction ConditionsOperation in experiment
97% for 6 h; Reflux; Inert atmosphere L-Norvaline (160 g, 1.34 mol) is dissolved in a 28.5percent methanolic solution of HC1 (278 g) and diluted with methanol (500 ml). The solution is refluxed under inert atmosphere for 6 hours. When the reaction has terminated, the solvents are distilled by coevaporating with toluene. The residue is treated at 50°C with tert-butyl methyl ether (800 ml). The suspension obtained is left under stirring at room temperature and then filtered, and the white solid obtained is washed with tert-butyl methyl ether to obtain 216 g of L-norvaline methyl ester hydrochloride with a yield of 97percent.
86% at 0 - 20℃; for 14 h; HCL 3. 0g [(25.] 6 mmol, 1.0 Eq. ) of [L-NORVALINE] was dissolved in 50.0 mL of methanol and cooled to 0 [°C.] This was saturated with [HCI] gas and gradually allowed to warm to room temperature. After 14 hours the solvent was removed and the solid was dried overnight in a [DESSICATOR] with phosphorous [PENTACHLORIDE.] 3.6g (86percent) of a white solid was obtained. (MS: 126. [9/] [[P-APOS;])] (H'NMR in [CDCI3] : 0.95, 3H t, (J=382 Hz), 1.46, 2H m, (J=587 Hz), 2.01, 2H m, (J=806 Hz), 3 78,3H s, [(J=1512] Hz), 4.05, 1H m, [(J=1622.] 459 Hz), 8.74, 2H brds, (J=3495 Hz))
References: [1] Angewandte Chemie, 1992, vol. 104, # 1, p. 97 - 99.
[2] Synthesis, 2010, # 17, p. 2915 - 2921.
[3] Patent: WO2013/136265, 2013, A1, . Location in patent: Page/Page column 21-22.
[4] Patent: WO2004/33434, 2004, A1, . Location in patent: Page 34.
[5] Heterocycles, 1998, vol. 47, # 2, p. 765 - 780.
[6] Phytochemistry (Elsevier), 1988, vol. 27, # 1, p. 77 - 84.
[7] European Journal of Organic Chemistry, 2002, # 22, p. 3763 - 3767.
[8] Patent: WO2006/44775, 2006, A2, . Location in patent: Page/Page column 36.
[9] Journal of Medicinal Chemistry, 2017, vol. 60, # 13, p. 5889 - 5908.
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References: [1] Patent: US4814342, 1989, A, .
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  • [ 75-36-5 ]
  • [ 56558-30-6 ]
References: [1] Patent: WO2006/44958, 2006, A1, . Location in patent: Page/Page column 51-52.
 

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