| Identification | More | [Name]
Methyl L-leucinate hydrochloride | [CAS]
7517-19-3 | [Synonyms]
H-LEU-OME HCL
H-LEU-OME HYDROCHLORIDE
H-L-LEU-OME HCL
LEUCINE METHYL ESTER HYDROCHLORIDE
LEUCINE-OME HCL
L-LEUCINE METHYL ESTER HCL
L-LEUCINE METHYL ESTER HYDROCHLORIDE
L-LEUCINE METHYL ESTER HYDROCHLORIDE SALT
METHYL L-LEUCINATE HYDROCHLORIDE
(S)-2-AMINO-4-METHYL-PENTANOIC ACID METHYL ESTERHYDROCHLORIDE
H-Leu-OMe•
L-Leucine methylesther HYDROCHLORIDE
H-Leu-OMe
L-LEUCINE METHYL ESTER HYDROCHLORIDE, 98 %
LL-LEUCINE METHYL ESTER HYDROCHLORIDE
L-LENCINE METHYL ESTER HYDROCHLORIDE
(2S)-Methyl 2-amino-4-methylpentanoate hydrochloride
L-Leucine methyl·hydrochloric acid | [EINECS(EC#)]
231-375-0 | [Molecular Formula]
C7H16ClNO2 | [MDL Number]
MFCD00012494 | [Molecular Weight]
181.66 | [MOL File]
7517-19-3.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystalline | [Melting point ]
151-153 °C(lit.) | [alpha ]
20 º (c=4.5, MeOH) | [refractive index ]
13 ° (C=2, H2O) | [storage temp. ]
0-6°C | [solubility ]
H2O: 50 mg/mL, clear, colorless
| [form ]
Crystals or Crystalline Powder | [color ]
White | [Optical Rotation]
[α]22/D +13°, c = 2 in H2O | [Water Solubility ]
soluble | [Sensitive ]
Hygroscopic | [BRN ]
3595133 | [Major Application]
peptide synthesis | [InChI]
InChI=1/C7H15NO2.ClH/c1-5(2)4-6(8)7(9)10-3;/h5-6H,4,8H2,1-3H3;1H/t6-;/s3 | [InChIKey]
DODCBMODXGJOKD-UZHXKHNSNA-N | [SMILES]
[C@H](N)(CC(C)C)C(=O)OC.Cl |&1:0,r| | [CAS DataBase Reference]
7517-19-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29224999 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
Crystalline | [Uses]
L-Leucine methyl ester is a protected form of L-Leucine (L330110). L-Leucine is an essential amino acid that induces a sharp decrease in blood glucose levels in individuals with idiopathic familial hypoglycemia, but has no known effects on normal, healthy individuals. L-Leucine also acts as an Isoleucine (I820210) antagonist in the rat, causing delays in growth, and is a potential tumour promoter of bladder cancer. | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
Under ice bath conditions, 60 mL of methanol was added to a 100 mL round bottom flask. 4 mL of sulfoxide chloride (SOCl2) was added slowly and dropwise through a constant pressure dropping funnel (with a drying tube fitted at the top), while the resulting off-gas was absorbed using NaOH solution. After stirring the reaction mixture for 1 h, 8 mmol of L-leucine was added and stirring was continued for 30 min at room temperature. Subsequently, the reaction system was warmed up to 66 °C and the reaction was refluxed for 6 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) with an ethanol solution of 2% ninhydrin as the color developer until the raw material spot disappeared. After completion of the reaction, the solvent was removed by distillation under reduced pressure to give L-leucine methyl ester hydrochloride in 100% yield. | [References]
[1] Patent: US2014/206741, 2014, A1. Location in patent: Paragraph 0121
[2] Journal of Organic Chemistry, 2003, vol. 68, # 12, p. 5006 - 5008
[3] Synthetic Communications, 2010, vol. 40, # 8, p. 1161 - 1179
[4] Bulletin des Societes Chimiques Belges, 1991, vol. 100, # 1, p. 63 - 77
[5] Chemical Biology and Drug Design, 2012, vol. 79, # 2, p. 216 - 222 |
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