(2R)-3-(3,4-dimethoxyphenyl)-2-acetamidopropanoic acid

• ChemBase ID: 147641
• Molecular Formular: C13H17NO5
• Molecular Mass: 267.27778
• Monoisotopic Mass: 267.11067265
• SMILES: CC(=O)N[C@H](Cc1ccc(c(c1)OC)OC)C(=O)O
• Canonical SMILES: COc1cc(ccc1OC)C[C@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C13H17NO5/c1-8(15)14-10(13(16)17)6-9-4-5-11(18-2)12(7-9)19-3/h4-5,7,10H,6H2,1-3H3,(H,14,15)(H,16,17)/t10-/m1/s1
• InChIKey: CDJLVVKXGZXTPW-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-(3,4-dimethoxyphenyl)-2-acetamidopropanoic acid
• IUPAC Traditional name: (2R)-3-(3,4-dimethoxyphenyl)-2-acetamidopropanoic acid
• Synonyms: N-Acetyl-3-(3,4-dimethoxyphenyl)-D-alanine; N-乙酰基-3-(3,4-二甲氧苯基)-D-丙氨酸

Database IDs

• CAS Number: 33043-37-7
• MDL Number: MFCD01321321
• PubChem SID: 162241828; 24871205
• PubChem CID: 13406744

CALCULATED PROPERTIES

• Acid pKa: 3.5562406
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.3564306
• LogD (pH = 7.4): -2.7766967
• Log P: 0.5811191
• Molar Refractivity: 67.4865 cm^3
• Polarizability: 26.367138 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 150-152 °C(lit.)
• Optical Rotation: [α]22/D -26°, c = 4 in 1 M HCl

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Linear Formula: (CH3O)2C6H3CH2CH(NHCOCH3)CO2H

DETAILS

Sigma Aldrich - 476048

Packaging
1 g in glass bottle