| Identification | More | [Name]
Methyl L-isoleucinate hydrochloride | [CAS]
18598-74-8 | [Synonyms]
H-ILE-OME HCL
H-L-ILE-OME HCL
ISOLEUCINE-OME HCL
L-ISOLEUCINE METHYL ESTER HYDROCHLORIDE
L-ISOLEUCINE METHYL ESTER HYDROCHLORIDE SALT
methyl L-isoleucinate hydrochloride
L-Isoleucine Methyl Ester HCl
D-Isoleucine Methyl Ester HCl
L-Isoleucine methyl ester hydrochloride, 98+%
H-lle-OMe.HCl
H-Ile-Ome hydrochloride
ILE-OMEHCL
L-Isoleucine methyl·hydrochloric acid | [EINECS(EC#)]
242-437-1 | [Molecular Formula]
C7H16ClNO2 | [MDL Number]
MFCD00038911 | [Molecular Weight]
181.66 | [MOL File]
18598-74-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystalline | [Melting point ]
98-100 °C
| [alpha ]
27 º (c=2% in H2O) | [refractive index ]
26.5 ° (C=2, H2O) | [storage temp. ]
0-6°C | [solubility ]
Soluble in methanol (50 mg/ml clear, colorless solution). | [form ]
Powder or Crystalline Powder | [color ]
Off-white to orange | [Optical Rotation]
[α]20/D +27.0±1°, c = 2% in H2O | [Sensitive ]
Hygroscopic | [BRN ]
3595132 | [Stability:]
Hygroscopic | [InChI]
InChI=1/C7H15NO2.ClH/c1-4-5(2)6(8)7(9)10-3;/h5-6H,4,8H2,1-3H3;1H/t5-,6-;/s3 | [InChIKey]
GGTBEWGOPAFTTH-ATPDZTHWNA-N | [SMILES]
[C@@H](N)(C(=O)OC)[C@@H](C)CC.Cl |&1:0,6,r| | [CAS DataBase Reference]
18598-74-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R40:Limited evidence of a carcinogenic effect. | [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 .
S36:Wear suitable protective clothing .
S22:Do not breathe dust . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29224999 |
| Hazard Information | Back Directory | [Chemical Properties]
Crystalline | [Uses]
L-Isoleucine methyl ester used for chemical synthesis. E.g. It can also be used to produce 3-methyl-2-(4-nitro-imidazol-1-yl)-pentanoic acid methyl ester. It also finds its use as a pharmaceutical intermediate. | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
Under ice bath conditions, 1 mL of sulfuryl chloride (SOCl2) was added slowly and dropwise to 5 mL of cooled methanol and the reaction mixture was stirred for 30 minutes. Subsequently, 1.01 g (8.55 mmol) of L-isoleucine was added to the mixture and the reaction was continued with stirring overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The resulting residue was purified by fast column chromatography with an eluent ratio of methanol/ether = 1/5 (v/v), resulting in the colorless oily crystalline product L-isoleucine methyl ester hydrochloride in 98.8% yield. The spectral data of the product were consistent with those reported in the literature. | [References]
[1] Organic and Biomolecular Chemistry, 2017, vol. 15, # 44, p. 9372 - 9378
[2] Angewandte Chemie, 1992, vol. 104, # 1, p. 97 - 99
[3] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 8, p. 2747 - 2761
[4] Bulletin des Societes Chimiques Belges, 1991, vol. 100, # 1, p. 63 - 77
[5] Angewandte Chemie - International Edition, 2018, vol. 57, # 36, p. 11683 - 11687 |
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