| Identification | Back Directory | [Name]
TRI-T-BUTYL 1 4 7 10-TETRAAZACYCLODODECA | [CAS]
122555-91-3 | [Synonyms]
DO3AtBu
DO3A tert-butyl
DO-(CH2COOt-Bu)3
DO3A tert-Butyl ester
DO3A-t-Bu-ester(M-130)
TRI-T-BUTYL 1 4 7 10-TETRAAZACYCLODODECA
1,4,7,10-TETRAAZACYCLODODECANE-1,4,7-TRIACETATE
1,4,7, 1C-Tetraazacyclododecane-1,7-biadt-butyl acetate)
1,4,7,10-Tetraazacyclododecane-1,4,7-tris(t-butyl acetate)
TRI-T-BUTYL 1,4,7,10-TETRAAZACYCLODODECANE-1,4,7-TRIACETATE
TRI-T-BUTYL 1 4 7 10-TETRAAZACYCLODODECA ISO 9001：2015 REACH
tris(tert-butyl) 2,2,2-(1,4,7,10-tetraazacyclododecane-1,4,7
1,4,7-Tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane
Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate
1,4,7,10-Tetraazacyclododecane-1,4,7-triacetic Acid Tri-tert-butyl Ester
1,4,7,10-Tetraazacyclododecane-1,4,7-tris(t-butyl acetate)(DO3A-t-Butyl ester)
tri-tert-butyl 2,2',2''-(1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate
1,4,7,10-Tetraazacyclododecane-1,4,7-triacetic acid, tris(1,1-diMethylethyl) ester
1,4,7,10-Tetraazacyclododecane-1,4,7-triacetic acid, 1,4,7-tris(1,1-dimethylethyl) ester
tert-Butyl 2-[4,7-bis(2-tert-butoxy-2-oxo-ethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetate
tert-butyl 2-[4,7-bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-1,4,7,10-tetrazacyclododec-1-yl]acetate
Gadobutrol Impurity A
or
2,2'-(4,10-bis((2R,3S)-1,3,4-trihydroxybutan-2-yl)-1,4,7,10-tetraazacyclododecane-1,7-diyl)diacetic acid | [EINECS(EC#)]
635-018-3 | [Molecular Formula]
C26H50N4O6 | [MDL Number]
MFCD05865261 | [MOL File]
122555-91-3.mol | [Molecular Weight]
514.698 |
| Chemical Properties | Back Directory | [Melting point ]
181-183℃ | [Boiling point ]
561.6±50.0 °C(Predicted) | [density ]
1.022 | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [solubility ]
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Low-Melting Solid | [pka]
9.57±0.20(Predicted) | [color ]
White to Off-White | [Sensitive ]
Hygroscopic | [InChI]
InChI=1S/C26H50N4O6/c1-24(2,3)34-21(31)18-28-12-10-27-11-13-29(19-22(32)35-25(4,5)6)15-17-30(16-14-28)20-23(33)36-26(7,8)9/h27H,10-20H2,1-9H3 | [InChIKey]
NMHVTLJFPDOJOD-UHFFFAOYSA-N | [SMILES]
N1(CC(OC(C)(C)C)=O)CCNCCN(CC(OC(C)(C)C)=O)CCN(CC(OC(C)(C)C)=O)CC1 |
| Hazard Information | Back Directory | [Uses]
Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate with amide ligands bearing positively charged terbium complexes are used for sensitive detection of NADPH-dependent enzyme activities. | [Synthesis]
Under nitrogen protection, 1,4,7,10-tetraazacyclododecane (1 g, 5.81 mmol) was dissolved in anhydrous acetonitrile (20 ml) and cooled to 0 °C. Sodium bicarbonate (1.464 g, 17.44 mmol) was added to the reaction system under stirring conditions. Subsequently, anhydrous acetonitrile solution (10 ml) of tert-butyl bromoacetate (3.4 g, 17.44 mmol) was slowly added through a dropping funnel over a period of 1 hour. The reaction mixture was continued to be stirred at 0 °C for 3 h, followed by raising to room temperature and stirring for 45 h. The progress of the reaction was monitored by thin layer chromatography (TLC) with the unfolding agent being dichloromethane (DCM): methanol (9:1), and the target product had an Rf value of 0.67. Upon completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated to dryness under reduced pressure. The crude product was purified by silica gel column chromatography with the eluent being dichloromethane solution containing 2% methanol to afford tri-tert-butyl 1,4,7,10-tetraazacyclododecane-1,4,7-triacetate (Compound 2) as a white powder in 83.5% yield. | [References]
[1] Tetrahedron Letters, 2013, vol. 54, # 8, p. 918 - 920
[2] Tetrahedron Letters, 2009, vol. 50, # 31, p. 4459 - 4462
[3] European Journal of Medicinal Chemistry, 2013, vol. 65, p. 12 - 20
[4] Patent: WO2014/200872, 2014, A1. Location in patent: Page/Page column 73; 77
[5] Organic and Biomolecular Chemistry, 2011, vol. 9, # 5, p. 1591 - 1599 |
|
|