New learning discoveries about 137076-54-1

The synthetic route of 137076-54-1 has been constantly updated, and we look forward to future research findings.

137076-54-1, 2-(4,7,10-Tris(2-(tert-butoxy)-2-oxoethyl)-1,4,7,10-tetraazacyclododecan-1-yl)acetic acid is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

DOTA(tBu)3-OH (100 mg, 0.175 mmol, 1.0 eq.) was dissolved in dry DMF (0.5 ml), HATU (66.4 mg, 0.175 mmol, 1.0 eq.) dissolved in dry DMF (0.5 ml) and Collidine (46.1 mu, 0.350 mmol, 2.0 eq.) were added. After 5 min this mixture was slowly added to a 0C cold solution of ethylendiamine (0.873 mmol. 5.0 eq.) in dry DMF (1.5 ml). After stirring for 19 h DMF was evaporated, the residual oil was dissolved in EtOAc (5 ml) and extracted with water (0.5 ml), sat. aq. NaHC03 (0.5 ml) and sat. aq. NaCl (0.5 ml). The organic layer was dried over Na2S04, evaporated and the resiude was purified by flash chromatography with DCM, DCM/methanol 20/1 and DCM/methanol 10/1 as eluents. This yielded 45 mg of mono- acylated ethylendiamine. A solution of this material (18 mg, 29 mupiiotaomicron) in dry DMF (0.2 ml) was added to a 10 min preactivated solution of SR- 142948 (20 mg, 29 mupiiotaomicron) [HATU (11.1 mg, 29 muetaiotaomicron) and DIPEA (10 mu, 58 muetaiotaomicron, 2eq.) in dry DMF (0.4 ml)]. After 15 h monoacylated ethylendiamine (9 mg, 15muiotaetaomicron1, 0.5 eq.) in dry DMF (0.1 ml) was added. 5 h later the reaction mixture was heated to 60C for 30 min. Then the solvents were evaporated and the material purified by prep. HPLC (15 to 55% B in 30 min, Agilent PLRP-S 25 x 150 mm). This yielded the title compound of formula (XVIII) (15 mg, 12mupiiotaomicron1, 40%). HPLC: Rt = 3.9 min. MS: m/z = 1282.7 ([M+H]+, calculated 1282.8) (MW = 1282.65).

The synthetic route of 137076-54-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; 3B PHARMACEUTICALS GMBH; OSTERKAMP, Frank; SMERLING, Christiane; REINEKE, Ulrich; HAASE, Christian; UNGEWIss, Jan; WO2014/86499; (2014); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI