tert-butyl N-({[(tert-butoxy)carbonyl]amino}(trifluoromethanesulfonylimino)methyl)carbamate

• ChemBase ID: 100424
• Molecular Formular: C12H20F3N3O6S
• Molecular Mass: 391.3639096
• Monoisotopic Mass: 391.10249104
• SMILES: O(C(C)(C)C)C(=O)NC(=NS(=O)(=O)C(F)(F)F)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)NC(=NS(=O)(=O)C(F)(F)F)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C12H20F3N3O6S/c1-10(2,3)23-8(19)16-7(17-9(20)24-11(4,5)6)18-25(21,22)12(13,14)15/h1-6H3,(H2,16,17,18,19,20)
• InChIKey: GOQZIPJCBUYLIR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-({[(tert-butoxy)carbonyl]amino}(trifluoromethanesulfonylimino)methyl)carbamate
• IUPAC Traditional name: tert-butyl N-{[(tert-butoxycarbonyl)amino](trifluoromethanesulfonylimino)methyl}carbamate
• Synonyms: tert-Butyl {N-(tert-butoxycarbonyl)-N'-[(trifluoromethyl)sulphonyl]carbamimidoyl}carbamate; 2-[(Trifluoromethyl)sulphonyl]guanidine, 1,3-Bis-BOC protected; N,N′-Bis(tert-butoxycarboyl)-N′′-trifylguanidine; 1,3-Di-Boc-2-(trifluoromethylsulfonyl)guanidine; N,N′-双(叔丁氧羰基)-N′′-三氟甲磺酰基胍; 1,3-二叔丁氧羰基-2-(三氟甲磺酰基)胍

Database IDs

• CAS Number: 207857-15-6
• MDL Number: MFCD02683528
• Beilstein Number: 7947176
• PubChem SID: 162086301; 24849017
• PubChem CID: 3694570

CALCULATED PROPERTIES

• Acid pKa: 8.359845
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.1119692
• LogD (pH = 7.4): 3.0726938
• Log P: 3.1125002
• Molar Refractivity: 78.6072 cm^3
• Polarizability: 31.388243 Å^3
• Polar Surface Area: 123.16 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 113 °C (dec.)(lit.); 113°C

Safety Information

• Storage Warning: Irritant/Moisture Sensitive/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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: ≥95.0% (HPLC)
• Linear Formula: CF3SO2N=C[NHCO2C(CH3)3]2

DETAILS

Sigma Aldrich - 15033

Other Notes
Guanidinylation reagents for amines and peptides1
Packaging
1 g in poly tube
5 g in poly bottle