ChemicalBook CAS DataBase List L-tert-Leucine methyl ester hydrochloride

L-tert-Leucine methyl ester hydrochloride synthesis

7synthesis methods

Product Name:L-tert-Leucine methyl ester hydrochloride
CAS Number:63038-27-7
Molecular formula:C7H16ClNO2
Molecular Weight:181.66

67-56-1 Synthesis

67-56-1
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20859-02-3 Synthesis

20859-02-3
614 suppliers
$9.00/5G

L-tert-Leucine methyl ester hydrochloride

63038-27-7
356 suppliers
$8.00/5g

Yield:63038-27-7 100%

Reaction Conditions:

with thionyl chloride for 16 h;Reflux;

Steps:

(S)-Methyl 2-amino-3,3-dimethylbutanoate hydrochloride 37

To a solution of l-tert-leucine (1.0 g, 7.7 mmol) in methanol (60 mL) was added thionyl chloride (5.6 mL, 77 mmol) and the mixture was heated at reflux for 16 hours. The volatiles were removed under reduced pressure and the residue triturated with diethyl ether to obtain a white solid that was collected by filtration and dried in vacuo to obtain the title compound 37 (1.1 g, 100%) as a gummy, white hygroscopic solid, IR (v_max (neat)): 3383, 2961, 2365, 1735, 1613, 1517, 1248 cm^-1; ¹H NMR (300 MHz, DMSO-d₆): δ 1.00 (9H, s), 3.66 (1H, s), 8.31-9.00 (3H, m) ppm; ¹³C NMR (75 MHz, DMSO-d₆): 26.3, 33.1, 52.3, 60.7, 168.8 ppm; LRMS (+ESI) m/z: 146.1 ([M+H]⁺ 100%).

References:

Moir, Michael;Lane, Samuel;Lai, Felcia;Connor, Mark;Hibbs, David E.;Kassiou, Michael [European Journal of Medicinal Chemistry,2019,vol. 180,p. 291 - 309] Location in patent:supporting information

67-56-1 Synthesis

67-56-1
759 suppliers
$9.00/25ml

62965-35-9 Synthesis