methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

• ChemBase ID: 18144
• Molecular Formular: C10H14ClNO2
• Molecular Mass: 215.67666
• Monoisotopic Mass: 215.07130637
• SMILES: C(=O)([C@@H](N)Cc1ccccc1)OC.Cl
• Canonical SMILES: COC(=O)[C@H](Cc1ccccc1)N.Cl
• InChI: InChI=1S/C10H13NO2.ClH/c1-13-10(12)9(11)7-8-5-3-2-4-6-8;/h2-6,9H,7,11H2,1H3;1H/t9-;/m0./s1
• InChIKey: SWVMLNPDTIFDDY-FVGYRXGTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
• IUPAC Traditional name: methyl L-phenylalaninate hydrochloride
• Synonyms: (S)-2-Amino-3-phenyl-propionic acid methyl ester hydrochloride; H-Phe-OMe.HCl; (S)-Phenylalanine Methyl Ester Hydrochloride; Methyl (S)-Phenylalaninate Hydrochloride; Methyl L-Phenylalaninate Hydrochloride; NSC 194642; L-Phenylalanine Methyl Ester Hydrochloride; (S)-methyl 2-amino-3-phenylpropanoate hydrochloride; L-Phenylalanine methyl ester hydrochloride; L-PHENYLALANINE METHYL ESTER; L-苯基丙氨酸甲酯盐酸盐; L-苯丙氨酸甲酯 盐酸盐

Database IDs

• CAS Number: 7524-50-7
• EC Number: 231-383-4
• MDL Number: MFCD00012489
• Beilstein Number: 3597948
• PubChem SID: 160981451; 24898239; 24887255
• PubChem CID: 75736

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.24576107
• LogD (pH = 7.4): 1.087451
• Log P: 1.2235091
• Molar Refractivity: 49.8854 cm^3
• Polarizability: 19.982523 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White Solid
• Melting Point: 155-162 °C; 158-162 °C(lit.); 158-162°C
• Optical Rotation: [α]20/D +32.4°, c = 2 in ethanol; [α]20/D +38.0±1.5°, c = 2% in ethanol; +37 (c=2 in ethanol)

Safety Information

• Storage Warning: Hygroscopic; IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥99.0% (AT); 98%; 99%
• Grade: puriss.
• Salt Data: HCl
• Linear Formula: C6H5CH2CH(NH2)COOCH3 · HCl
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

MP Biomedicals - 02102625

Hydrochloride
Crystalline

Sigma Aldrich - P17202

Packaging
10, 25 g in glass bottle

Toronto Research Chemicals - P319426

Protected (S) enantiomer of the amino acid Phenylalanine.

REFERENCES

• Zhu, P., et al.: Bioorg. Med. Chem. Lett., 19, 6966 (2009)
• Cramer, B., et al.: Bioorg. Med. Chem., 18, 343 (2009)