홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Iodoethane → methyl (2S)-2-[(3-fluorophenyl)sulfonyl-ethyl-amino]-3-hydroxy-propanoate

HRID 1479863
노트
인쇄 미리보기

반응식

HRID 1479863 반응식
[F:1][C:2]1[CH:3]=[C:4]([S:8]([NH:11][C@@H:12]([CH2:17][OH:18])[C:13]([O:15][CH3:16])=[O:14])(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.C([O-])([O-])=O.[K+].[K+].I[CH2:26][CH3:27]>CN(C=O)C>[F:1][C:2]1[CH:3]=[C:4]([S:8]([N:11]([CH2:26][CH3:27])[C@@H:12]([CH2:17][OH:18])[C:13]([O:15][CH3:16])=[O:14])(=[O:9])=[O:10])[CH:5]=[CH:6][CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 131736599methyl (2S)-2-[(3-fluorophenyl)sulfonylamino]-3-hydroxy-propanoate

생성물 1

HCID 131736600methyl (2S)-2-[(3-fluorophenyl)sulfonyl-ethyl-amino]-3-hydroxy-propanoate수율 95%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

A solution of 2F (3.0 g, 10.8 mmol) in DMF (15 mL) was added with an. K2CO3 (1.5 mol eq, 2.24 g) and, after few minutes, 2-iodoethane (1.2 mol eq, 1.33 mL) was added and the mixture heated at 50° C. for 12 h. The solvent was removed under reduced pressure, water was added to the residue (150 mL) and the aqueous phase extracted with EtOAc (4×50 mL). The recombined organic phases were dried over Na2SO4 and evaporated under reduced pressure to afford 3F as a pale orange viscous oil (3.2 g, 95% yield). 1HNMR (DMSO, 200 MHz) δ 1.15 (m, 3H), 2.00 (s, 3H), 3.79 (q, 2H, J=8), 4.06 (t, 1H), 4.59 (t, 1H), 5.18 (m, 2H), 7.94 (m, 4H).

후처리

  1. customThe solvent was removed under reduced pressure, water
  2. additionwas added to the residue (150 mL)
  3. extractionthe aqueous phase extracted with EtOAc (4×50 mL)
  4. dry with materialThe recombined organic phases were dried over Na2SO4
  5. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-5e33db35668c4758a3b636f612eb96b7
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09409864B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트