1-{[(tert-butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid

• ChemBase ID: 38463
• Molecular Formular: C12H21NO4
• Molecular Mass: 243.29944
• Monoisotopic Mass: 243.14705816
• SMILES: C1(NC(=O)OC(C)(C)C)(C(=O)O)CCCCC1
• Canonical SMILES: O=C(NC1(CCCCC1)C(=O)O)OC(C)(C)C
• InChI: InChI=1S/C12H21NO4/c1-11(2,3)17-10(16)13-12(9(14)15)7-5-4-6-8-12/h4-8H2,1-3H3,(H,13,16)(H,14,15)
• InChIKey: URBHKVWOYIMKNO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[(tert-butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid
• IUPAC Traditional name: 1-[(tert-butoxycarbonyl)amino]cyclohexane-1-carboxylic acid
• Synonyms: 1-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid; 1-(BOC-AMINO)CYCLOHEXANECARBOXYLIC ACID; 1-{[(tert-butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid; Boc-1-aminocyclohexane-1-carboxylic acid; Boc-homocycloleucine; 1-(Boc-amino)cyclohexanecarboxylic acid; 1-叔丁氧羰酰胺环己羧酸; 1-(Boc-氨基)环己羧酸

Database IDs

• CAS Number: 115951-16-1
• MDL Number: MFCD00273427
• Beilstein Number: 4189683
• PubChem SID: 24845515; 161001770
• PubChem CID: 2794744

CALCULATED PROPERTIES

• Acid pKa: 4.064294
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.9241789
• LogD (pH = 7.4): -0.74900055
• Log P: 2.3720396
• Molar Refractivity: 61.9304 cm^3
• Polarizability: 24.582556 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 174 - 176°C; 176-178 °C (dec.)
• Hydrophobicity(logP): 2.794

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (TLC); 95%; 97%; 98%
• Linear Formula: (CH3)3CO2CNHC6H10CO2H

DETAILS

Sigma Aldrich - 03582

Other Notes
Synthesis of modified peptides1,2