돌아가기
Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1376928생성일: 2026년 10월 26일

Ether, bis(1-chloroethyl) → N-benzoyl-O-(1-ethoxyethyl)-3-phenyl-isoserine

https://huagongshe.com/reaction/1376928

반응식

참여 물질

역할이름HCID투입량
반응물Ether, bis(1-chloroethyl)HCID 23419—
반응물3-Benzoylamino-2-hydroxy-3-phenyl-propionic acidHCID 3315046—
용매DichloromethaneHCID 6344—
생성물N-benzoyl-O-(1-ethoxyethyl)-3-phenyl-isoserineHCID 67714526—

반응 단계

The epoxide of the cis-cinnamate is then regioselectively opened to produce 3-phenyl isoserinamide. This 3-phenyl isoserinamide is hydrolyzed to produce 3-phenyl-isoserine, which in turn is reacted with benzoyl chloride to form N-benzoyl-3-phenyl-isoserine. Next, the N-benzoyl-3-phenyl-isoserine is reacted with 1-chloroethyl ether and a tertiary amine in methylene chloride to form N-benzoyl-O-(1-ethoxyethyl)-3-phenyl-isoserine. Then, N-benzoyl-O-(1-ethoxyethyl)-3-phenyl-isoserine is reacted with the alcohol shown below: ##STR8## This resulting intermediate is converted to taxol by hydrolytically removing the 1-ethoxyethyl and triethylsilyl protecting groups.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05663393
출처 데이터셋uspto-grants-1997_09
ORD IDord-9b71bf70ef614f7191b2f7e2a5cc8913
출처 메모uspto-grants-1997_09