Identification | More | [Name]
Methyl L-lysinate dihydrochloride | [CAS]
26348-70-9 | [Synonyms]
H-LYS-OME H-LYS-OME 2HCL L-LYSINE METHYL ESTER DIHCL L-LYSINE METHYL ESTER DIHYDROCHLORIDE L-LYSINE METHYL ESTER DIHYDROCHLORIDE SALT L-LYSINE METHYL ESTER HYDROCHLORIDE LYSINE-OME 2 HCL METHYL (S)-2,6-DIAMINOHEXANOIC ACID DIHYDROCHLORIDE methyl L-lysinate dihydrochloride L-Lysine Methyl Ester 2HCl L-LYSINE METHYL ESTER DIHYDROCHLORIDE 99% L-Lysinemethylesterdihydrochloride,99% Methyl L-Lysine Dihydrochloride (s)-2,6-diaminohexanoic acid methyl ester dihydrochloride LYS.OME.2HCL H-L-Lys-OMe*2HCl L-Lysine methyl·dihydrochloride | [EINECS(EC#)]
247-625-7 | [Molecular Formula]
C7H18Cl2N2O2 | [MDL Number]
MFCD00039067 | [Molecular Weight]
233.14 | [MOL File]
26348-70-9.mol |
Safety Data | Back Directory | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3
| [HS Code ]
29224190 |
Hazard Information | Back Directory | [Chemical Properties]
Light Yellow Solid | [Uses]
L-Lysine methyl ester dihydrochloride is used in the production of lysine methyl ester based cationic surfactants and hydrogels. | [Uses]
Methyl L-lysinate dihydrochloride can be used in the synthesis of peptides containing histidine and lysine.
| [Synthesis]
L-lysine hydrochloride (2,5.00 g, 27.4 mmol, 1.0 equiv) and methanol (30 mL, 0.9 M) were added to a round bottom flask. The suspension was heated to reflux until the solid was completely dissolved. Thionyl chloride (2.59 mL, 35.6 mmol, 1.3 eq.) was added slowly dropwise with a controlled drip time of 15 minutes. The reaction system was kept under reflux conditions for 17 hours. Upon completion of the reaction, most of the volatiles were removed by distillation (ca. 25 mL), followed by azeotropy with toluene under reduced pressure to remove the remaining volatiles to afford pure lysine methyl ester dihydrochloride (3, quantitative yield, white solid), which was used directly in the next step of the reaction without further purification. The physical and chemical properties of the resulting compound were analyzed to be consistent with the data reported in the literature. | [References]
[1] Tetrahedron Letters, 2016, vol. 57, # 4, p. 502 - 504 [2] Journal of Medicinal Chemistry, 2002, vol. 45, # 17, p. 3669 - 3683 [3] Heterocycles, 2017, vol. 94, # 5, p. 964 - 978 [4] Journal of Polymer Science, Part A: Polymer Chemistry, 2015, vol. 53, # 17, p. 2036 - 2049 [5] Molecules, 2016, vol. 21, # 1, |
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