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

Dicyclohexylcarbodiimide → (3R)-1-Benzyl-3-ethylpiperazine-2,5-dione

HRID 1064563
노트
인쇄 미리보기

반응식

HRID 1064563 반응식
[C:1]([NH:8][C@H:9]([CH2:13][CH3:14])[C:10]([OH:12])=O)([O:3]C(C)(C)C)=O.[CH2:15]([N:17]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)CC(O)=O)C.C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[CH2:13]([C@H:9]1[NH:8][C:1](=[O:3])[CH2:15][N:17]([CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:10]1=[O:12])[CH3:14]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 2755936(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acidHCID 19755290Glycine, N-ethyl-N-(phenylmethyl)-

생성물 1

HCID 40423500(3R)-1-Benzyl-3-ethylpiperazine-2,5-dione

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
12.5 °C

실험 절차

To a stirred solution of (R)—N-BOC-2-aminobutyric acid (3.36 g) and ethyl N-benzylglycine (4.52 g) in dichloromethane (50 ml) at 15° C. was added dicyclohexylcarbodiimide (3.59 g). The temperature was maintained at 10-15° C. for a further 2 h and then allowed to stir at ambient temperature for a further 16 h. The mixture was filtered and the mother liquor collected and solvent evaporated under reduced pressure. The residue was re-dissolved in dichloromethane (20 ml) and hydrogen chloride gas passed through the mixture for 20 minutes. The mixture was quenched with aq. saturated sodium bicarbonate solution and extracted with ethyl acetate, collected, dried (MgSO4) and solvent evaporated under reduced pressure to leave a colourless oil. This was purified by crystallisation from ether/iso-hexane mixtures to give the subtitle compound as a white solid. Yield: 1.35 g

후처리

  1. filtrationThe mixture was filtered
  2. customthe mother liquor collected
  3. customsolvent evaporated under reduced pressure
  4. dissolutionThe residue was re-dissolved in dichloromethane (20 ml)
  5. waithydrogen chloride gas passed through the mixture for 20 minutes
  6. customThe mixture was quenched with aq. saturated sodium bicarbonate solution
  7. extractionextracted with ethyl acetate
  8. customcollected
  9. dry with materialdried (MgSO4) and solvent
  10. customevaporated under reduced pressure
  11. customto leave a colourless oil
  12. customThis was purified by crystallisation from ether/iso-hexane

출처 및 근거

ORD 기록
ord-0cca35c0d93041abbd6f5d4580e13de1
출처 데이터셋
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06969713B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트