| 학회 | 한국공업화학회 |
| 학술대회 | 2018년 가을 (10/31 ~ 11/02, 제주국제컨벤션센터(ICC JEJU)) |
| 권호 | 22권 2호 |
| 발표분야 | 정밀화학_포스터 |
| 제목 | Confirmation of the stereoselectivity of L-threo-beta-Benzyloxyaspartic acid through the synthesis of Mosher’s ester |
| 초록 | Glutamate transporters can prevent neuronal damage from immoderate activation of glutamate receptors by maintaining the extracellular glutamate concentration. In case the glutamate transporters do not play proper role, glutamate transporter blockers are needed. threo-β-Benzyloxyaspartic acid (L-TBOA) is one of the most potent blockers and it is reported that the L isomer is more effective than the D isomer. In this study, L-TBOA was stereoselectively synthesized from D-serine. The excellent stereoselectivity was obtained via a stable trans-oxazolidine carboxylate synthon. The trans-oxazolidine ring structure was synthesized through the three successive reactions of a stable D-serinal derivative protected by an N-hydroxymethyl group, which our group had reported earlier. To confirm the stereoselectivity, a Mosher’s ester was prepared with α-methoxy-α-trifluoromethylphenylacetic acid (MTPA). |
| 저자 | 권현영, 이윤재, 양해민, 김주희, 문소정, 박종범, 원영대, 김영규 |
| 소속 | 서울대 |
| 키워드 | L-TBOA; Mosher's ester |
