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

• ChemBase ID: 38465
• Molecular Formular: C9H15NO4
• Molecular Mass: 201.2197
• Monoisotopic Mass: 201.10010797
• SMILES: C1CC1(C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(NC1(CC1)C(=O)O)OC(C)(C)C
• InChI: InChI=1S/C9H15NO4/c1-8(2,3)14-7(13)10-9(4-5-9)6(11)12/h4-5H2,1-3H3,(H,10,13)(H,11,12)
• InChIKey: DSKCOVBHIFAJRI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[(tert-butoxy)carbonyl]amino}cyclopropane-1-carboxylic acid
• IUPAC Traditional name: 1-[(tert-butoxycarbonyl)amino]cyclopropane-1-carboxylic acid
• Synonyms: 1-[(tert-Butoxycarbonyl)amino]cyclopropane-1-carboxylic acid; 1-Aminocyclopropane-1-carboxylic acid, N-BOC protected 97%; 1-(Boc-amino)cyclopropanecarboxylic acid; 1-(Boc-Amino)cyclopropanecarboxylic acid; 1-{[(tert-butoxy)carbonyl]amino}cyclopropane-1-carboxylic acid; Boc-1-aminocyclopropane-1-carboxylic acid; 1-[(tert-butoxycarbonyl)amino]cyclopropanecarboxylic acid; 1-(Boc-氨基)环丙基甲酸

Database IDs

• CAS Number: 88950-64-5
• EC Number: 230-181-3
• MDL Number: MFCD00083257
• Beilstein Number: 4430628
• PubChem SID: 24891927; 24864839; 161001772
• PubChem CID: 688396

CALCULATED PROPERTIES

• Acid pKa: 3.8494911
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.61607826
• LogD (pH = 7.4): -2.2006197
• Log P: 1.0383335
• Molar Refractivity: 48.1274 cm^3
• Polarizability: 19.111729 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 177 - 179°C; 177-178°C
• Hydrophobicity(logP): 1.117

Safety Information

• Storage Warning: Harmful/Store under Nitrogen; IRRITANT
• 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; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98%; ≥98.0% (TLC); 95%; 95+%; 97%
• Empirical Formula (Hill Notation): C9H15NO4

DETAILS

Sigma Aldrich - 39977

Other Notes
Synthesis of tetrapeptide carboxypeptidase irreversible inhibitor leading to covalent substrate modification1; preparation of combinatorial libraries2
Packaging
1 g in poly tube