With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108149-63-9,(R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.
General procedure: A solution of ferrocenecarboxylic acid (0.93 g, 4.0 mmol), DCC (0.91 g, 4.4 mmol), the required chiral alcohol (4.0 mmol), and DMAP (0.48 g, 4.4mmol) in CH2Cl2 (40 mL) was heated under reflux for 16 h. N,N’-Dicyclohexylurea was filtered off, and the filtrate was washed with water (340 mL). After drying over anhydrous Na2SO4, the solvent was evaporated under reduced pressure, and the ester was isolated by purification by flash chromatography on silica gel. Compound 6c was prepared from 5c (0.93 g) and was isolated (eluent: 88:12 heptane/EtOAc) as a red powder (yield: 76%): mp 70 C; 1H NMR (500 MHz, 340 K, C6D6) delta 1.44 (s, 9H), 1.51 (s, 3H), 1.69 (s, 3H), 3.74 (dd, 1H, J=6.5, 8.8 Hz), 3.89 (d, 1H, J=8.8 Hz), 4.00 (m, 1H), 4.02 (s, 5H), 4.09 (s, 2H), 4.20 (br m, 1H), 4.56 (dd, 1H, J=3.2, 10.4 Hz), 4.81 (d, 2H, J=6.7 Hz); 13C NMR (125 MHz, 340 K, C6D6) delta 23.5, 27.3, 28.6 (3C), 56.7, 63.6, 65.7, 70.1 (5C), 70.7, 70.8, 71.4 (2C), 72.2, 80.0, 94.4, 152.1, 170.7; [alpha]D20 -16 (c 1.0, CH2Cl2). Anal. Calcd for C22H29FeNO5 (443.31): C, 59.60; H, 6.59; N, 3.16. Found: C, 59.30; H, 6.54; N, 3.11. The structure was identified unequivocally by X-ray structure analysis (CCDC 970486) from crystals obtained by slowly evaporating a 2:8 EtOAc/heptane solution., 108149-63-9
As the paragraph descriping shows that 108149-63-9 is playing an increasingly important role.
Reference£º
Article; Dayaker, Gandrath; Sreeshailam, Aare; Ramana, D. Venkata; Chevallier, Floris; Roisnel, Thierry; Komagawa, Shinsuke; Takita, Ryo; Uchiyama, Masanobu; Krishna, Palakodety Radha; Mongin, Florence; Tetrahedron; vol. 70; 12; (2014); p. 2102 – 2117;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem