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

p-Bromobenzenesulfonyl chloride → Diphenylmethyl 7-Phenoxyacetamido-3-[(4-bromophenylsulfonyl)oxy]-3-cephem-4-carboxylate

HRID 5547
노트
인쇄 미리보기

반응식

HRID 5547 반응식
[O:1]([CH2:8][C:9]([NH:11][CH:12]1[C:36](=[O:37])[N:14]2[C:15]([C:20]([O:22][CH:23]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[O:21])=[C:16]([OH:19])[CH2:17][S:18][C@H:13]12)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[Br:40][C:41]1[CH:46]=[CH:45][C:44]([S:47](Cl)(=[O:49])=[O:48])=[CH:43][CH:42]=1>C(#N)C.[H][H]>[O:1]([CH2:8][C:9]([NH:11][CH:12]1[C:36](=[O:37])[N:14]2[C:15]([C:20]([O:22][CH:23]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[O:21])=[C:16]([O:19][S:47]([C:44]3[CH:45]=[CH:46][C:41]([Br:40])=[CH:42][CH:43]=3)(=[O:49])=[O:48])[CH2:17][S:18][C@H:13]12)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 24758Sodium hydrideHCID 67789034Diphenylmethyl 7-phenoxyacetamido-3-hydroxy-3-cephem-4-carboxylate

생성물 1

HCID 88424480Diphenylmethyl 7-Phenoxyacetamido-3-[(4-bromophenylsulfonyl)oxy]-3-cephem-4-carboxylate수율 54.1%

시약·촉매·용매 2

HCID 6342Acetonitrile
용매
HCID 178418361HCID 178418361, 화합물용매

반응 조건

온도
0 °C

실험 절차

The title compound was prepared via a modification of the synthesis described in U.S. Pat. No. 3,985,737. A solution of 0.51 g (0.001 mole) of diphenylmethyl 7-phenoxyacetamido-3 -hydroxy-3-cephem- 4-carboxylate in 5 mL of acetonitrile was cooled to 0° C. under a nitrogen atmosphere. Then 0.030 g (0.001 mole) of sodium hydride (80% in mineral oil) was added resulting in hydrogen evolution. The reaction mixture was stirred at 0° C. for 5 minutes, and 0.229 g (0.009 mole) of 4-bromobenzenesulfonyl chloride was added. The cooling bath was removed, and the reaction mix stirred at room temperature for 19 hours. The reaction mixture was filtered and the filtrate carbon treated. The carbon was removed followed by the solvent to leave a foam residue. The residue was crystallized from 1-propanol to yield 0.398 g (54%) of the title compound.

후처리

  1. customThe title compound was prepared via a modification of the synthesis
  2. customThe cooling bath was removed
  3. additionthe reaction mix
  4. stirringstirred at room temperature for 19 hours
  5. filtrationThe reaction mixture was filtered
  6. additionthe filtrate carbon treated
  7. customThe carbon was removed
  8. customto leave a foam residue
  9. customThe residue was crystallized from 1-propanol

출처 및 근거

ORD 기록
ord-8261f787d18e44569a78042ee44a9160
출처 데이터셋
uspto-grants-1993_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05245027

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트