methyl L-histidinate

The Histidine methyl ester, with the CAS registry number 1499-46-3, is also known as Methyl L-histidinate. Its EINECS number is 216-109-3. This chemical's molecular formula is C₇H₁₁N₃O₂ and molecular weight is 169.18. What's more, its IUPAC name is methyl (2S)-2-amino-3-(1H-imidazol-5-yl)propanoate.

Physical properties of Histidine methyl ester are: (1)ACD/LogP: -1.11; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.57; (4)ACD/LogD (pH 7.4): -1.53; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 2.29; (9)#H bond acceptors: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 47.36 Å²; (13)Index of Refraction: 1.55; (14)Molar Refractivity: 42.86 cm³; (15)Molar Volume: 134.3 cm³; (16)Polarizability: 16.99×10^-24cm³; (17)Surface Tension: 56.5 dyne/cm; (18)Density: 1.259 g/cm³; (19)Flash Point: 176.5 °C; (20)Enthalpy of Vaporization: 61.49 kJ/mol; (21)Boiling Point: 368.2 °C at 760 mmHg; (22)Vapour Pressure: 1.29E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by histidine, methanol at the temperature of 40 °C. This reaction will need reagent SOCl₂ with the reaction time of 36 hours. The yield is about 99%.

Uses of Histidine methyl ester: it can be used to produce 4-phenyl-butyric acid amide at the ambient temperature. It will need reagent N,N'-dicyclohexylcarbodiimide and solvent CH₂Cl₂ with the reaction time of 18 hours. The yield is about 49%.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: COC(=O)C(CC1=CN=CN1)N
(2)Isomeric SMILES: COC(=O)[C@H](CC1=CN=CN1)N
(3)InChI: InChI=1S/C7H11N3O2/c1-12-7(11)6(8)2-5-3-9-4-10-5/h3-4,6H,2,8H2,1H3,(H,9,10)/t6-/m0/s1
(4)InChIKey: BXRMEWOQUXOLDH-LURJTMIESA-N