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

Acetic Acid → carbonic acid (2S,4S)-2-tert-butylcarbonylamino-4-[4-methoxy-3-(3-methoxy-propoxy)-benzoyl]-5-methyl-hexylester tert-butyl ester

HRID 1099322
노트
인쇄 미리보기

반응식

HRID 1099322 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[C:4]([O:10][CH2:11][CH2:12][CH2:13][O:14][CH3:15])[CH:3]=1.C([Li])[CH2:17][CH2:18][CH3:19].C(O[C:26]([N:28]1[C@H:32]([CH2:33][O:34][C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:31][C@@H:30]([CH:42]([CH3:44])[CH3:43])[C:29]1=[O:45])=[O:27])(C)(C)C.[C:46](O)(=O)C>O1CCCC1.CCCCCC>[C:38]([O:37][C:35](=[O:36])[O:34][CH2:33][C@@H:32]([NH:28][C:26]([C:18]([CH3:17])([CH3:19])[CH3:46])=[O:27])[CH2:31][C@H:30]([C:29](=[O:45])[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[C:4]([O:10][CH2:11][CH2:12][CH2:13][O:14][CH3:15])[CH:3]=1)[CH:42]([CH3:43])[CH3:44])([CH3:39])([CH3:40])[CH3:41]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 214587114-Bromo-1-methoxy-2-(3-methoxypropoxy)benzeneHCID 58298428(3S,5S)-5-tert-butoxycarbonyloxymethyl-3-isopropyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 178418339Butyllithium

생성물 1

HCID 66813799carbonic acid (2S,4S)-2-tert-butylcarbonylamino-4-[4-methoxy-3-(3-methoxy-propoxy)-benzoyl]-5-methyl-hexylester tert-butyl ester

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

반응 조건

온도
-78 °C

실험 절차

A solution of 7.9 g of 4-bromo-1-methoxy-2-(3-methoxypropoxy)-benzene in 125 mL of tetrahydrofuran is cooled to −78° C. A solution of n-butyllithium (14.219 g of a 1.6 M solution in hexane) is added within 50 minutes. The reaction mixture is stirred for 90 minutes at −78° C. and treated slowly with 75 mL of a tetrahydrofuran solution of 8.93 g of (3S, 5S)-5-tert-butoxycarbonyloxymethyl-3-isopropyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester. The resulting reaction mixture is stirred for 3 hours at −78° C. Finally the temperature is raised to −40° C. and the mixture stirred for 45 minutes. Acetic acid (4 mL) was added and the solvent removed by evaporation. The residue is dissolved in 100 mL of ethyl acetate and washed with two 75 mL portions of saturated sodium bicarbonate solution followed by one portion of 150 mL of water. The organic phase was dried and the solvent removed to give an oil. Chromatography on silica-gel, eluting with hexane/ethyl acetate gives, after combination of the product containing fractions and removal of the solvent, affords the title compound as an oil.

후처리

  1. customThe resulting reaction mixture
  2. stirringis stirred for 3 hours at −78° C
  3. temperatureFinally the temperature is raised to −40° C.
  4. stirringthe mixture stirred for 45 minutes
  5. customthe solvent removed by evaporation
  6. dissolutionThe residue is dissolved in 100 mL of ethyl acetate
  7. washwashed with two 75 mL portions of saturated sodium bicarbonate solution
  8. customThe organic phase was dried
  9. customthe solvent removed
  10. customto give an oil
  11. washChromatography on silica-gel, eluting with hexane/ethyl acetate
  12. customgives
  13. additionafter combination of the product containing
  14. customfractions and removal of the solvent

출처 및 근거

ORD 기록
ord-10831c9e4cb046bd824fb5bfdb30fabf
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08143416B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트