Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Dicyclohexylcarbodiimide → Acetyl-3-phenylthiopropionate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 반응물 | Menthone | HCID 26447 | — |
| 반응물 | Boron | HCID 5462311 | — |
| 반응물 | alpha-Methoxy-alpha-trifluoromethylphenylacetic acid, (-)- | HCID 6992788 | — |
| 반응물 | tertbutyl 3(R)-benzoylamino-2(S)-hydroxy-3-phenylthiopropionate | HCID 86752783 | — |
| 촉매 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | Acetyl-3-phenylthiopropionate | HCID 54171142 | — |
반응 단계
A pure sample of tertbutyl 3(R)-benzoylamino-2(S)-hydroxy-3-phenylthiopropionate was obtained via the same reaction sequence, but using the boron reagent di{[(1S,2S,5R)-2-isopropyl-5-methylcyclohex-1-yl]-methyl}boron bromide, derived from (-)menthone. Compound tertbutyl 3(R)-benzoylamino-2(S)-hydroxy-3-phenylthiopropionate was treated with excess (S)-(-)-α-methoxy-α-(trifluoromethyl) phenylacetic acid in dichloromethane in the presence of 1,3-dicyclohexylcarbodiimide (DCC) and catalytic 4-dimethylaminopyridine (DMAP). The Mosher derivative tertbutyl 3(R)-benzoylamino-2(S)-O-[(S)-α-methoxy-α-trifluoromethyl)phenyl]acetyl-3-phenylthiopropionate was obtained:
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US05767282 |
| 출처 데이터셋 | uspto-grants-1998_06 |
| ORD ID | ord-161ad47b2c054bd398e35e0a3f26f471 |
| 출처 메모 | uspto-grants-1998_06 |