(3S)-3-{[(tert-butoxy)carbonyl]amino}hex-5-ynoic acid

• ChemBase ID: 39357
• Molecular Formular: C11H17NO4
• Molecular Mass: 227.25698
• Monoisotopic Mass: 227.11575803
• SMILES: C([C@@H](CC(=O)O)NC(=O)OC(C)(C)C)C#C
• Canonical SMILES: C#CC[C@H](NC(=O)OC(C)(C)C)CC(=O)O
• InChI: InChI=1S/C11H17NO4/c1-5-6-8(7-9(13)14)12-10(15)16-11(2,3)4/h1,8H,6-7H2,2-4H3,(H,12,15)(H,13,14)/t8-/m0/s1
• InChIKey: QZRLAJLEZVWLOV-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-{[(tert-butoxy)carbonyl]amino}hex-5-ynoic acid
• IUPAC Traditional name: (3S)-3-[(tert-butoxycarbonyl)amino]hex-5-ynoic acid
• Synonyms: Boc-(S)-3-amino-5-hexynoic acid; (S)-3-(Boc-amino)-5-hexynoic acid; Boc-(S)-3-amino-5-hexynoic acid; Boc-(S)-3-氨基-5-己炔酸; (S)-3-(Boc-氨基)-5-己炔酸

Database IDs

• CAS Number: 270596-47-9
• MDL Number: MFCD01861007
• PubChem SID: 161002664
• PubChem CID: 2761702

CALCULATED PROPERTIES

• Acid pKa: 4.397154
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.023935983
• LogD (pH = 7.4): -1.7320491
• Log P: 1.1581459
• Molar Refractivity: 57.5812 cm^3
• Polarizability: 22.386127 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D +26±2°, c = 1 in ethanol

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 97.5-102.5% (with NaOH, T); 98%
• Optical Purity: enantiomeric excess: ≥99.0% (HPLC)
• Empirical Formula (Hill Notation): C11H17NO4

DETAILS

Sigma Aldrich - 711934

Packaging
250 mg in glass bottle