(4R)-5,5-二甲基-4-苄硫甲基-2-噁唑烷酮的合成

Synthesis of (4R)-5,5-Dimethyl-4-benzylthiomethyl-2-oxazolidinone

以价廉易得的天然L-半胱氨酸为原料,经巯基保护、酯化、氨基保护、格氏反应及环化等5步反应,合成了一个新的手性助剂(4R)-5,5-二甲基-4-苄硫甲基-2-噁唑烷酮,总收率31%.产物结构经IR,~1H NMR,^(13)C NMR及MS表征.

（4R）-5,5-Dimethyl-4-benzylthiomethyl-2-oxazolidinone was synthesized from readily available amino acid L-cysteine via asymmetric reactions including the thioalcohol protection of L-cysteine, esterification, amine protection, Grignard reaction and cyclization in an overall yield of 31%. The structure was characterized by IR, 1H NMR, 13C NMR and MS techniques.