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-ethoxycarbonylethoxy)-2,3,4,5-tetrahydro-1,5-benzothiazepine

HRID 458906
노트
인쇄 미리보기

반응식

HRID 458906 반응식
C(=O)([O-])[O-].[Na+].[Na+].[CH2:7]([O:9][C:10](=[O:14])[CH:11](Br)[CH3:12])[CH3:8].[O:15]=[S:16]1(=[O:41])[C:22]2[CH:23]=[C:24]([OH:28])[C:25]([Br:27])=[CH:26][C:21]=2[N:20]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:19][C:18]([CH2:37][CH2:38][CH2:39][CH3:40])([CH2:35][CH3:36])[CH2:17]1>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.CC#N>[O:41]=[S:16]1(=[O:15])[C:22]2[CH:23]=[C:24]([O:28][CH:11]([C:10]([O:9][CH2:7][CH3:8])=[O:14])[CH3:12])[C:25]([Br:27])=[CH:26][C:21]=2[N:20]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:19][C:18]([CH2:37][CH2:38][CH2:39][CH3:40])([CH2:35][CH3:36])[CH2:17]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 98250801,1-Dioxo-3-butyl-3-ethyl-5-phenyl-7-bromo-8-hydroxy-2,3,4,5-tetrahydro-1,5-benzothiazepine

생성물 1

HCID 223931141,1-Dioxo-3-butyl-3-ethyl-5-phenyl-7-bromo-8-(1-ethoxycarbonylethoxy)-2,3,4,5-tetrahydro-1,5-benzothiazepine수율 95%

시약·촉매·용매 2

HCID 74236
Tetrabutylammonium Bromide
촉매
HCID 6342Acetonitrile용매

실험 절차

Sodium carbonate (0.30 g, 2.83 mmol), 2-bromopropanoic acid ethyl ester (0.145 g, 0.796 mmol) and tetrabutylammonium bromide (0.022 g, 0.07 mmol) was 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; 0.300 g, 0.663 mmol) in MeCN (10 ml). The suspension was heated under reflux overnight. The solvent was evaporated and the crude mixture was extracted (DCM/H2O), dried. (MgSO4), evaporated and purified by flash chromatography (Hex:EtOAc-5:1) to give the title compound 0.346 g (95%) as a white solid. NMR 0.70–0.85 (m, 6H), 1.00–1.75 (m, 8H), 1.35 (t, 3H), 1.70 (d, 3H), 3.05–3.25 (m, 2H), 3.55–3.90 (m, 2H), 4.20–4.35 (m, 2H), 4.80 (q, 1H), 7.00–7.10 (m, 3H), 7.15 (s, 1H), 7.25–7.35 (m, 2H), 7.45 (s, 1H).

후처리

  1. temperatureThe suspension was heated
  2. temperatureunder reflux overnight
  3. customThe solvent was evaporated
  4. extractionthe crude mixture was extracted (DCM/H2O)
  5. customdried
  6. custom(MgSO4), evaporated
  7. custompurified by flash chromatography (Hex:EtOAc-5:1)

출처 및 근거

ORD 기록
ord-2f8d0839e8044f61b8f36d00c63bee07
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