2-{4,7,10-tris[(tert-butoxy)carbonyl]-1,4,7,10-tetraazacyclododecan-1-yl}acetic acid

• ChemBase ID: 142629
• Molecular Formular: C25H46N4O8
• Molecular Mass: 530.65474
• Monoisotopic Mass: 530.33156445
• SMILES: CC(C)(C)OC(=O)N1CCN(CCN(CCN(CC1)C(=O)OC(C)(C)C)C(=O)OC(C)(C)C)CC(=O)O
• Canonical SMILES: OC(=O)CN1CCN(CCN(CCN(CC1)C(=O)OC(C)(C)C)C(=O)OC(C)(C)C)C(=O)OC(C)(C)C
• InChI: InChI=1S/C25H46N4O8/c1-23(2,3)35-20(32)27-12-10-26(18-19(30)31)11-13-28(21(33)36-24(4,5)6)15-17-29(16-14-27)22(34)37-25(7,8)9/h10-18H2,1-9H3,(H,30,31)
• InChIKey: NDHHFZCDHYVCTI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4,7,10-tris[(tert-butoxy)carbonyl]-1,4,7,10-tetraazacyclododecan-1-yl}acetic acid
• IUPAC Traditional name: [4,7,10-tris(tert-butoxycarbonyl)-1,4,7,10-tetraazacyclododecan-1-yl]acetic acid
• Synonyms: (4,7,10-Tri-Boc-1,4,7,10-tetraazacyclodecan-1-yl)acetic acid; 1,4,7-Tri-Boc-10-(carboxymethyl)-1,4,7,10-tetraazacyclododecane; (4,7,10-三叔丁氧羰基-1,4,7,10-四氮杂环癸-1-基)乙酸; 1,4,7-三叔丁氧羰基-10-(羧甲基)-1,4,7,10-四氮杂环十二烷

Database IDs

• CAS Number: 247193-74-4
• MDL Number: MFCD11226800
• PubChem SID: 162236855
• PubChem CID: 45356713

CALCULATED PROPERTIES

• Acid pKa: 1.0753382
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -0.44533768
• LogD (pH = 7.4): -0.66013265
• Log P: -0.44187817
• Molar Refractivity: 137.2622 cm^3
• Polarizability: 53.922382 Å^3
• Polar Surface Area: 129.16 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 137-142 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.5% (TLC); 98% (TLC)
• Empirical Formula (Hill Notation): C25H46N4O8

DETAILS

Sigma Aldrich - 711667

Application
Building block used to attach the Cyclen azacrown to a molecular scaffold1; selective cleavage of the HIV-1 TAR-RNA with a peptide-cyclen conjugate2
Packaging
250 mg in poly bottle