(2S)-2-amino-3-(benzyloxy)propanoic acid

• ChemBase ID: 106109
• Molecular Formular: C10H13NO3
• Molecular Mass: 195.21512
• Monoisotopic Mass: 195.08954328
• SMILES: N[C@@H](COCc1ccccc1)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)COCc1ccccc1
• InChI: InChI=1S/C10H13NO3/c11-9(10(12)13)7-14-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1
• InChIKey: IDGQXGPQOGUGIX-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(benzyloxy)propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-(benzyloxy)propanoic acid
• Synonyms: (S)-2-Amino-3-benzyloxypropionic acid; O-Benzyl-L-serine; o-(Phenylmethyl)-L-Serine; H-Ser(Bzl)-OH; O-BENZYL-L-SERINE; (S)-2-Amino-3-(benzyloxy)propanoic acid; (S)-2-Amino-3-(benzyloxy)propionic acid; (S)-2-氨基-3-苄氧基丙酸; O-苄基-L-丝氨酸

Database IDs

• CAS Number: 4726-96-9
• EC Number: 225-220-6
• MDL Number: MFCD00065937
• Beilstein Number: 2114846
• PubChem SID: 162092903; 24891679; 24848372
• PubChem CID: 78457

CALCULATED PROPERTIES

• Acid pKa: 2.2608705
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.5190431
• LogD (pH = 7.4): -1.5338768
• Log P: -1.5193233
• Molar Refractivity: 51.4048 cm^3
• Polarizability: 20.429953 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~227 °C (dec.); 213°C dec.; 227°C
• Optical Rotation: [α]20/D +21±2°, c = 2% in acetic acid: water (4:1) (+ 1 Eq HCl); +7 (c=1 in 1N HCl)

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (NT); 98%; 99%
• Optical Purity: enantiomeric ratio: ≥99.5:0.5 (TLC)
• Empirical Formula (Hill Notation): C10H13NO3

DETAILS

Sigma Aldrich - 13900

Packaging
5 g in glass bottle