Downstream synthetic route of 124391-75-9

124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, aTetrahydrofurans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

To thoroughly dried ground 4A molecular sieves (5 g) was added ANHYDROUS CH2CI2 (20 ML) and 4-METHYLMORPHOLINE-N-OXIDE MO) (1. 76. G, 15 MMOL). The mixture was stirred at 0 C for 15 min, then tetrahydro-3-furanmethanol (0. 96 ML, 10 mmol) and tetrapropylammonium PEIRUTHENATE (TPAP) (0.17 g, 0.5 mmol) were added and the mixture stirred for 90 min. The solvent volume was reduced and the entire reaction content was passed through a short silica gel column with ET20 lutant to yield TETRAHYDRO-FURAN-3-CARBALDEHYDE (approx 50 % yield, together with A DIMERIC product). Wittig reaction of the crude aldehyde with (cyanomethyl) triphenylphosphonium chloride as DESCIBED for 3-furan-3-yl-propylamine gave 3-(tetrahydro-furan-3-yl)-acrylonitrile (3.3 mmol) as a 2: 1 mixture (1H NMR) of the E/Z isomers after column chromatography (10 % Et2O/CH2Cl2 elutant). Hydrogenation of 3- (TETRAHYDRO-FURAN-3-YL)-ACRYLONITRILE in the presence of Raney Ni as detailed for 3-furan-3-yl) -propylamine gave the title amine (33 % yield). ESI-MS (M/Z) 130 [M+H]+., 124391-75-9

124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2004/63192; (2004); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem