(3R)-3-{[(tert-butoxy)carbonyl]amino}hex-5-enoic acid

• ChemBase ID: 39320
• Molecular Formular: C11H19NO4
• Molecular Mass: 229.27286
• Monoisotopic Mass: 229.13140809
• SMILES: C(=C)C[C@H](CC(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: C=CC[C@@H](NC(=O)OC(C)(C)C)CC(=O)O
• InChI: InChI=1S/C11H19NO4/c1-5-6-8(7-9(13)14)12-10(15)16-11(2,3)4/h5,8H,1,6-7H2,2-4H3,(H,12,15)(H,13,14)/t8-/m1/s1
• InChIKey: RFHPQLCVYMBPRF-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-{[(tert-butoxy)carbonyl]amino}hex-5-enoic acid
• IUPAC Traditional name: (3R)-3-[(tert-butoxycarbonyl)amino]hex-5-enoic acid
• Synonyms: Boc-(R)-3-amino-5-hexenoic acid; (R)-3-(Boc-amino)-5-hexenoic acid; Boc-(R)-3-amino-5-hexenoic acid; Boc-(R)-3-氨基-5-己烯酸; (R)-3-(Boc-氨基)-5-己烯酸

Database IDs

• CAS Number: 269726-94-5
• MDL Number: MFCD01860990
• Beilstein Number: 9397198
• PubChem SID: 161002627
• PubChem CID: 7009851

CALCULATED PROPERTIES

• Acid pKa: 4.6029024
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.7134038
• LogD (pH = 7.4): -1.0626875
• Log P: 1.6613127
• Molar Refractivity: 59.1637 cm^3
• Polarizability: 23.21747 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D -20.0±1°, c = 1 in ethanol

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.5% (HPLC); 98%
• Optical Purity: enantiomeric excess: ≥99.0%
• Empirical Formula (Hill Notation): C11H19NO4

DETAILS

Sigma Aldrich - 711969

Packaging
250 mg in glass bottle