4-Methylmorpholine → BOC-MePhe-NHCH2CH2CH2NMe2

HRID 1447804

반응식

HRID 1447804 반응식
[C:1]([O:5][C:6]([N:8]([CH3:20])[C@H:9]([C:17]([OH:19])=O)[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CN1CCOCC1.[NH2:28][CH2:29][CH2:30][CH2:31][N:32]([CH3:34])[CH3:33]>ClCCl>[C:6]([N:8]([CH3:20])[C@H:9]([C:17]([NH:28][CH2:29][CH2:30][CH2:31][N:32]([CH3:34])[CH3:33])=[O:19])[CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7]

참가 물질

5

반응물 3

HCID 79724-MethylmorpholineHCID 7993N,N-Dimethyl-1,3-propanediamineHCID 7010602Boc-N-Me-Phe-OH

생성물 1

HCID 131711662BOC-MePhe-NHCH2CH2CH2NMe2

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

N-t-Butyloxycarbonyl-N-methylphenylalanine (2.79 g) and NMM (1.01 g) were dissolved in dichloromethane (20 ml) and the stirred solution cooled to -20° IBCF (1.37 g) was then added and the mixture stirred for 5 minutes before the addition of NH2CH2CH2CH2NMe2 (1.02 g). The solution was stirred for 1 hour at -20° and then at room temperature for 12 hours. The mixture was evaporated, and the residue dissolved in ethyl acetate (50 ml) and an aqueous solution of sodium bicarbonate (saturated, 50 ml). The ethyl acetate layer was washed with aqueous sodium bicarbonate (saturated, 50 ml), water (2×50 ml) and 10% aqueous citric acid (2×50 ml). The citric acid extracts were combined, made basic with saturated sodium bicarbonate solution, and extracted with ethyl acetate (3×50 ml). The ethyl acetate extracts were combined, dried (Na2SO4) and evaporated to yield the title compound as an oil Rf1E 0.24, Rf3A 0.37.

후처리

  1. temperaturethe stirred solution cooled to -20° IBCF (1.37 g)
  2. additionwas then added
  3. waitat room temperature for 12 hours
  4. customThe mixture was evaporated
  5. dissolutionthe residue dissolved in ethyl acetate (50 ml)
  6. washThe ethyl acetate layer was washed with aqueous sodium bicarbonate (saturated, 50 ml), water (2×50 ml) and 10% aqueous citric acid (2×50 ml)
  7. extractionextracted with ethyl acetate (3×50 ml)
  8. dry with materialdried (Na2SO4)
  9. customevaporated

출처 및 근거

ORD 기록
ord-f00e84a52ab6457ab47b7b92b699c88c
출처 데이터셋
uspto-grants-1979_12
특허 번호
US04178371

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