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

Sodium Carbonate → 1,1-Dioxo-3-butyl-3-ethyl-5-phenyl-7-bromo-8-[1'-phenyl-1'-ethoxycarbonylmethoxy]-2,3,4,5-tetrahydro-1,5-benzothiazepine

HRID 458908
노트
인쇄 미리보기

반응식

HRID 458908 반응식
Br[CH:2]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4].C([O-])([O-])=O.[Na+].[Na+].[O:20]=[S:21]1(=[O:46])[C:27]2[CH:28]=[C:29]([OH:33])[C:30]([Br:32])=[CH:31][C:26]=2[N:25]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH2:24][C:23]([CH2:42][CH2:43][CH2:44][CH3:45])([CH2:40][CH3:41])[CH2:22]1>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.CC#N>[O:46]=[S:21]1(=[O:20])[C:27]2[CH:28]=[C:29]([O:33][CH:2]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:30]([Br:32])=[CH:31][C:26]=2[N:25]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH2:24][C:23]([CH2:42][CH2:43][CH2:44][CH3:45])([CH2:40][CH3:41])[CH2:22]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 97780Ethyl bromophenylacetateHCID 98250801,1-Dioxo-3-butyl-3-ethyl-5-phenyl-7-bromo-8-hydroxy-2,3,4,5-tetrahydro-1,5-benzothiazepine

생성물 1

HCID 184424591,1-Dioxo-3-butyl-3-ethyl-5-phenyl-7-bromo-8-[1'-phenyl-1'-ethoxycarbonylmethoxy]-2,3,4,5-tetrahydro-1,5-benzothiazepine수율 94.2%

시약·촉매·용매 2

HCID 74236
Tetrabutylammonium Bromide
촉매
HCID 6342Acetonitrile용매

실험 절차

Ethyl α-bromophenylacetate (0.139 g), Na2CO3 (0.200 g) and tetrabutylammonium bromide (0.034 g) were added to a solution of 1,1-dioxo-3-butyl-3-ethyl-5-phenyl-7-bromo-8-hydroxy-2,3,4,5-tetrahydro-1,5-benzothiazepine (WO 96/16051; 0.200 g, 0.442 mmol) in MeCN (6 ml). The suspension was heated under reflux overnight before the solvent was removed under reduced pressure. The crude product was extracted (DCM/H2O) and purified by flash chromatography (Hex:EtOAc-5:1) to give the title compound 0.256 g (94%) as a white solid. NMR 0.65–0.85 (m, 6H), 0.95–1.65 (m, 8H), 3.00–3.15 (m, 2H), 3.50–3.80 (m, 2H), 3.70–3.80 (2s, 3H), 5.60 (s, 1H), 5.65 (d, 1H) 7.00–7.60 (m, 17H), 8.05–8.20 (2d, 1H).

후처리

  1. temperatureThe suspension was heated
  2. temperatureunder reflux overnight before the solvent
  3. customwas removed under reduced pressure
  4. extractionThe crude product was extracted (DCM/H2O)
  5. custompurified by flash chromatography (Hex:EtOAc-5:1)

출처 및 근거

ORD 기록
ord-9e4f61d2237d45b4808f70a51e5bd1d7
출처 데이터셋
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07192945B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트