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

Trifluoroacetic acid → Oxo-[2-(2-phenethyl-4-phenyl-butyryl)-pyrrolidin-1-yl]-acetic acid methyl ester

HRID 1828068
노트
인쇄 미리보기

반응식

HRID 1828068 반응식
C(O[C:6]([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[C:13](=[O:31])[CH:14]([CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:7])(C)(C)C.FC(F)(F)[C:34]([OH:36])=[O:35].[CH2:39](N(CC)CC)C.ClC(=O)C([O-])=O>C(Cl)Cl>[CH3:39][O:36][C:34](=[O:35])[C:6](=[O:7])[N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[C:13](=[O:31])[CH:14]([CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:15][CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6422Trifluoroacetic acidHCID 8471TriethylamineHCID 210277712-(2-Phenethyl-4-phenyl-butyryl)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 21988599Chlorooxoacetate

생성물 1

HCID 21027767Oxo-[2-(2-phenethyl-4-phenyl-butyryl)-pyrrolidin-1-yl]-acetic acid methyl ester수율 98.2%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

반응 조건

온도
0 °C

실험 절차

To a solution of 0.18 g (0.40 mmol) of 11a in CH2Cl2 (3 mL) was added dropwise 10 mL (8.77 mmol) of trifluoroacetic acid, and the mixture was allowed to stir for 2 hours. The solution was diluted with CH2Cl2 (10 mL) and cooled to 0° C. followed by dropwise addition of 0.7 g (10.00 mmol) of triethylamine. After 5 minutes, to the solution was added dropwise 0.06 g (0.5 mmol) of chlorooxoacetate, and the mixture was stirred for 2 hours. The solution was quenched with H2O and extracted with CH2Cl2 (2×200 mL). The organic phase was dried (MgSO4) and evaporated to a clear oil which was subject to column chromatography (EtOAc/Hexanes, 1:1) to yield 0.16 g (98.2%) of 12a as a clear oil. TLC Rf=0.6 (EtOAc/Hexanes, 1:3)

후처리

  1. waitAfter 5 minutes
  2. stirringthe mixture was stirred for 2 hours
  3. customThe solution was quenched with H2O
  4. extractionextracted with CH2Cl2 (2×200 mL)
  5. dry with materialThe organic phase was dried (MgSO4)
  6. customevaporated to a clear oil which

출처 및 근거

ORD 기록
ord-f34f3b4973d94bd0a8a050f976f8fc43
출처 데이터셋
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07056935B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트