The origin of a common compound about 23377-40-4

According to the analysis of related databases, 23377-40-4, the application of this compound in the production field has become more and more popular.

Application of 23377-40-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 23377-40-4, name is 3-(Hexadecyloxy)propan-1-ol, molecular formula is C19H40O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A suspension of 3-hexadecyloxypropan-1-ol (2.02 g, 6.72 mmol) and DIPEA (4.7 mL, 26.9mmol) in anhydrous methylene chloride (45 mL) was treated dropwise over a 10 minute period with 3-((chloro(diisopropylamino)phosphino)oxy)propanenitrile (3 mL, 13.45 mmol). After 18hours at room temperature, the mixture was quenched with saturated sodium bicarbonate solution (15 mL) and extracted with ethyl acetate (2 x 100 mL). Combined organic phases were concentrated to dryness, and the resulting crude residue purified by chromatography over silica gel (25 mm x 140 mm) using a solvent gradient from 10 to 20% ethyl acetate in hexanes to give hexadecyloxypropyl-(2-cyanoethyl) diisopropylphosphoramidite (2.1 g, 65%) as a white solid. 1H NMR (400 MHz, Chloroform-d) delta 3.89 – 3.54 (m, 6H), 3.49 (t, J= 6.3 Hz, 2H), 3.39 (t, J= 6.7 Hz, 2H), 2.64 (t, J= 6.6 Hz, 2H), 1.87 (p, J = 6.3 Hz, 2H), 1.57 (p, J= 6.3 Hz, 2H), 1.25 (s, 26H), 1.18 (dd, J = 6.8, 3.5 Hz, 12H), 0.87 (t, J= 6.6 Hz, 3H). 31P NMR (162 MHz,Chloroform-d) delta 147.40.

According to the analysis of related databases, 23377-40-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EMORY UNIVERSITY; PAINTER, George; BLUEMLING, Gregory R.; DE LA ROSA, Abel; LIOTTA, Dennis C.; (124 pag.)WO2017/106710; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts