Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Lithium Hydroxide → (1R,2R)-2-(4-bromophenyl)Cyclopropanecarboxylic acid
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Lithium Hydroxide | HCID 3939 | — |
| 반응물 | 4-Bromostyrene | HCID 16263 | — |
| 반응물 | Diazoacetate | HCID 21863207 | — |
| 반응물 | ethyl (1R,2R)-2-(4-bromophenyl)cyclopropanecarboxylate | HCID 66578655 | — |
| 생성물 | (1R,2R)-2-(4-bromophenyl)Cyclopropanecarboxylic acid | HCID 12586658 | — |
| 생성물 | ethyl (1R,2S)-2-(4-bromophenyl)cyclopropane-1-carboxylate | HCID 66578128 | — |
반응 단계
Another alternative is an enantioselective cyclopropanation using for example a bis-oxazoline chiral ligand/copper complex and diazoacetate (Evans et al. J. Am. Chem. Soc. 1991, 113, 726) to prepare optically active ethyl 2-(trans)-(4-bromophenyl)cyclopropanecarboxylate from 4-bromostyrene. Selective hydrolysis of the mixture of cis and trans isomer with LiOH (1 eq based on the trans ester) gave 2-(trans)-(4-bromophenyl)cyclopropanecarboxylic acid and ethyl 2-(cis)-(4-bromophenyl)cyclopropanecarboxylate which can be used in EXAMPLE 8.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07342024B2 |
| 출처 데이터셋 | uspto-grants-2008_03 |
| ORD ID | ord-46285eeb155846258f7b3e353f705420 |
| 출처 메모 | uspto-grants-2008_03 |