(1R,4S)-4-{[(tert-butoxy)carbonyl]amino}cyclopent-2-ene-1-carboxylic acid

• ChemBase ID: 38441
• Molecular Formular: C11H17NO4
• Molecular Mass: 227.25698
• Monoisotopic Mass: 227.11575803
• SMILES: C1[C@@H](C=C[C@@H]1C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H]1C=C[C@@H](C1)C(=O)O
• InChI: InChI=1S/C11H17NO4/c1-11(2,3)16-10(15)12-8-5-4-7(6-8)9(13)14/h4-5,7-8H,6H2,1-3H3,(H,12,15)(H,13,14)/t7-,8+/m0/s1
• InChIKey: WOUNTSATDZJBLP-JGVFFNPUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4S)-4-{[(tert-butoxy)carbonyl]amino}cyclopent-2-ene-1-carboxylic acid
• IUPAC Traditional name: (1R,4S)-4-[(tert-butoxycarbonyl)amino]cyclopent-2-ene-1-carboxylic acid
• Synonyms: (1R,4S)-Boc-4-aminocyclopent-2-ene-carboxylic acid; (1R,4S)-(-)-4-(tert-Butoxycarbonyl)Aminocyclopent-2-ene-1-carboxylic acid; (1R,4S)-(-)-4-Aminocyclopent-2-ene-1-carboxylic acid, N-BOC protected; (1R,4S)-(+)-4-(Boc-amino)-2-cyclopentene-1-carboxylic acid; (1R,4S)-(+)-4-(Boc-氨基)-2-环戊烯羧酸

Database IDs

• CAS Number: 151907-80-1; 108999-93-5
• MDL Number: MFCD00211288; MFCD00211287
• Beilstein Number: 6177417
• PubChem SID: 161001748; 24846414
• PubChem CID: 7019281

CALCULATED PROPERTIES

• Acid pKa: 4.369589
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.07835983
• LogD (pH = 7.4): -1.6731874
• Log P: 1.2380707
• Molar Refractivity: 58.4075 cm^3
• Polarizability: 22.50623 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +48.5±2°, c = 1% in methanol

Safety Information

• Storage Warning: IRRITANT; Irritant/Air Sensitive/Store under inert gas
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• 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: ≥98.0% (HPLC)
• Grade: purum
• Empirical Formula (Hill Notation): C11H17NO4