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

Sulfuric acid magnesium salt (1:1) → tert-butyl(2S,3S)-3-methyl-2-{3-[(2-methyl-3-pyridinyl)methyl]-2-oxo-1-imidazolidinyl}pentanoate

HRID 1174151
노트
인쇄 미리보기

반응식

HRID 1174151 반응식
[NH2:1][CH2:2][CH2:3][NH:4][C@@H:5]([C@@H:13]([CH3:16])[CH2:14][CH3:15])[C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].[CH3:17][C:18]1[N:25]=[CH:24][CH:23]=[CH:22][C:19]=1[CH:20]=O.[O-]S([O-])(=O)=O.[Mg+2].[BH4-].[Na+].[C:34](=O)(OC1C=CC([N+]([O-])=O)=CC=1)[O:35]C1C=CC([N+]([O-])=O)=CC=1>ClCCl.CO.ClCCCl>[CH3:16][C@@H:13]([CH2:14][CH3:15])[C@H:5]([N:4]1[CH2:3][CH2:2][N:1]([CH2:20][C:19]2[C:18]([CH3:17])=[N:25][CH:24]=[CH:23][CH:22]=2)[C:34]1=[O:35])[C:6]([O:8][C:9]([CH3:10])([CH3:11])[CH3:12])=[O:7]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 5

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 78756Bis(4-nitrophenyl) carbonateHCID 4311764Sodium borohydrideHCID 110838812-Methylpyridine-3-carbaldehydeHCID 86598803tert-butyl(2S,3S)-2-[(2-aminoethyl)amino]-3-methylpentanoate

생성물 1

HCID 67406934
tert-butyl(2S,3S)-3-methyl-2-{3-[(2-methyl-3-pyridinyl)methyl]-2-oxo-1-imidazolidinyl}pentanoate
수율 61.3%

시약·촉매·용매 3

HCID 111,2-Dichloroethane용매HCID 887Methanol용매HCID 6344Dichloromethane용매

반응 조건

온도
25 °C

실험 절차

A solution containing the product from Example 3G (2.4 g, 10.43 mmol) in dichloromethane (24 mL) was treated with the product from Example 15A (1.3 g, 10.74 mmol) and MgSO4 (4.6 g, 38.21 mmol), stirred at 25° C. for 2.5 hours, filtered and concentrated. A solution of the residue in methanol (24 mL) at 0° C. was treated with sodium borohydride (0.5 g, 13.2 mmol), and stirred at 25° C. for 3 hours. The solvent was concentrated and the reaction was partitioned between ethyl acetate and saturated NaHCO3, and the organic phase was washed with brine and dried over MgSO4, filtered and concentrated. A solution of the residue (3.4 g) in 1,2 dichloroethane (30 mL was treated with bis(4-nitrophenyl) carbonate (3.8 g, 12.5 mmol), heated at 60° C. for 16 hours, and partitioned between ethyl acetate and saturated NaHCO3. The organic phase was washed with brine, dried over MgSO4, filtered and concentrated. The residue was chromatographed on silica gel eluting with ethyl acetate to give the title compound (2.31 g, 60% yield).

후처리

  1. filtrationfiltered
  2. concentrationconcentrated
  3. stirringstirred at 25° C. for 3 hours
  4. concentrationThe solvent was concentrated
  5. customthe reaction was partitioned between ethyl acetate and saturated NaHCO3
  6. washthe organic phase was washed with brine
  7. dry with materialdried over MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated
  10. temperatureheated at 60° C. for 16 hours
  11. custompartitioned between ethyl acetate and saturated NaHCO3
  12. washThe organic phase was washed with brine
  13. dry with materialdried over MgSO4
  14. filtrationfiltered
  15. concentrationconcentrated
  16. customThe residue was chromatographed on silica gel eluting with ethyl acetate

출처 및 근거

ORD 기록
ord-6a7523324d8a4d6bb9a207442cb79a6a
출처 데이터셋
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07834043B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트