Some tips on 121492-06-6

The synthetic route of 121492-06-6 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 121492-06-6, name is N-Boc-(2-Aminoethyl)-N-methylamine belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C8H18N2O2

To a well stirred solution of BoC-NMe-CH2CH2-NH2 (265 mg, 1.52 mmol) in acetone (15 mL) was added a solution of Fmoc-OSu (564 mg, 1.67 mmol in 15 mL acetone). The mixture was then stirred for 2 hours at ambient temperature. TLC analysis of the reaction mixture at this stage showed formation of Boc-NMe-CH2CH2-NH-Fmoc (Rf = 0.35; 3:7 EtOAc: hexanes, UV 254 nm, TLC developed by heating with 3% (w/v) solution of ninhydrin in EtOH).After evaporation of acetone the product was purified by flash-chromatography (40 g Isco-silica column, 40 mL/min, 254 nm, 3:7 EtOAc-hexanes, 18 mL fractions collected, fractions 15-24 had pure product) to give Boc-NMe-CH2CH2-NH-Fmoc as foam (520 mg, yield = 86%). BoC-NMe-CH2CH2-NH-FmOC (520 mg, 1.31 mmol) was treated with TFA-water (15 ml, 95:5, v/v) for 1 hour at ambient temperature, when TLC analysis showed complete Boc- deprotection. TFA-water was removed under reduced pressure and the resulting oil dissolved in DCM (30 mL). To this solution, succinic anhydride (131 mg, 1.31 mmol) was added followed by DIPEA (to pH ~10 by moist pH paper). The mixture was then stirred for 30 min. The reaction mixture was then acidified (pH = 1) with HCI (1 M) and extracted with EtOAc (100 mL x 3). The combined EtOAc layers were washed with brine (100 mL x 2) and dried over Na2SO4. The EtOAc was removed under reduced pressure to give the title compound as a colorless oil. ES-MS (MeOH-direct infusion) Calculated MH+ (C23H26N2O5H+) = 411.10, Observed MH+ 411.09.

The synthetic route of 121492-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; APPLERA CORPORATION; WO2007/87534; (2007); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics