ChemicalBook--->CAS DataBase List--->7517-19-3

7517-19-3

7517-19-3 Structure

7517-19-3 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[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
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Methyl L-leucinate hydrochloride(7517-19-3).msds
Hazard InformationBack 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]

Methanol

67-56-1

L-Leucine

61-90-5

Methyl L-leucinate hydrochloride

7517-19-3

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
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl L-leucinate hydrochloride(7517-19-3)1HNMR
Methyl L-leucinate hydrochloride(7517-19-3)IR
Methyl L-leucinate hydrochloride(7517-19-3)FT-IR
Methyl L-leucinate hydrochloride(7517-19-3)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

L-Leucine methyl ester hydrochloride, 98%(7517-19-3)
[Alfa Aesar]

L-Leucine methyl ester hydrochloride, 99%(7517-19-3)
[Sigma Aldrich]

7517-19-3(sigmaaldrich)
[TCI AMERICA]

L-Leucine Methyl Ester Hydrochloride,>98.0%(T)(7517-19-3)
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