2,6-Lutidine → 1254588-25-4

HRID 576879노트

반응식

HRID 576879 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C@@H:16]([OH:27])[C:17]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C(C)=CC=CC=1C.FC(F)(F)S(OS(C(F)(F)F)(=O)=O)(=O)=O.C(OC(NNC)=O)(C)(C)C>ClCCl.C(OCC)(=O)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C@H:16]([OH:27])[C:17]([O:19][CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[O:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 79372,6-LutidineHCID 67749Trifluoromethanesulfonic anhydrideHCID 15671306N'-methyl(tert-butoxy)carbohydrazideHCID 86663945HCID 86663945, 화합물

생성물 1

HCID 866639441254588-25-4수율 53.5%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

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온도
0 °C

실험 절차

To a solution of (R)-benzyl 3-(4-(benzyloxy)phenyl)-2-hydroxypropanoate (Compound XLIII-1) 1.81 g (5.00 mmol) and 2,6-lutidine 874 μl (7.50 mmol) in dichloromethane 15 ml, trifluoromethanesulfonic anhydride 1.26 ml (7.50 mmol) was added and the mixture was stirred at 0° C. for 0.5 hr. N-tert-butoxycarbonyl-N′-methylhydrazine (Compound XXXIV-1) 1.46 g (10.0 mol) was added to the solution mixture and the mixture was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate 100 ml and washed with water 100 ml. The organic phase was washed with brine 100 ml and dried over magnesium sulfate and filtered. The mother solution was concentrated in vacuo and the residue was purified on silica gel column chromatography (Merck 60N spherical, neutral elution by chloroform) to obtain the title compound 0.97 g (17.3%).

후처리

  1. stirringthe mixture was stirred at room temperature overnight
  2. washwashed with water 100 ml
  3. washThe organic phase was washed with brine 100 ml
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe mother solution was concentrated in vacuo
  7. customthe residue was purified on silica gel column chromatography (Merck 60N spherical, neutral elution by chloroform)

출처 및 근거

ORD 기록
ord-3a1546e8cd46412cb02f9322982b881e
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040531B2

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