Diglycolamine → HCID 57357491, compound

Participants

Reaction Steps

This compound was prepared by a modification of the procedure described by, Lebeau, L, et al., “Synthesis of New Phospholipids Linked to Steroid-Hormone Derivatives Designed for Two-Dimensional Crystallization of Proteins,” Helv. Chim. Acta 1991, 74, 1697-1706, the contents of which are incorporated herein by reference. A solution of di-tert-butylcarbonate (10.27 g, 47.2 mmol) in chloroform (40 mL) was added to a solution of 2-(2-aminoethoxy)-ethanol (1, 5.0 g, 47.62 mmol) in chloroform (40 mL) and the mixture was stirred at room temperature for 1.5 hours. The solution was washed with water (30 mL) and the organic layer was dried over anhydrous MgSO4 and concentrated in vacuo to give the product (9.6 g, 99%): 1H NMR δ1.45(s, 9H, t-Bu), 3.32 (m, 2H, NHCH2), 3.43 (bs, 1H, OH), 3.56 (m, 4H, CH2OCH2), 3.73 (t, 2H, J=5.4, CH2OH), 5.43 (bs, 1H, NH); 13C NMR δ28.21 40.21, 61.31, 70.08, 72.14, 77.18, 79.06, 156.06.

Provenance & Evidence