4-Methylmorpholine → HCID 131723956, 화합물

HRID 1356728노트

반응식

HRID 1356728 반응식
C[N:2]1CCOCC1.ClC(OCC)=O.[N:14]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])([CH3:34])[C@H:15]([C:31](O)=[O:32])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:19][CH:18]=1>C1COCC1>[N:14]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])([CH3:34])[C@H:15]([C:31]([NH2:2])=[O:32])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 79724-MethylmorpholineHCID 10928Ethyl chloroformateHCID 7010604Boc-N-Me-Tyr(Bzl)-OH

생성물 1

HCID 131723956HCID 131723956, 화합물수율 98%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Under cooling with ice, NMM (0.463 ml, 4.21 mmol) and ethyl chloroformate (0.403 ml, 4.21 mmol) were added to a solution of Boc-N-Me-Tyr(Bzl)—OH (1.35 g, 3.51 mmol) in THF (35 ml), followed by stirring for 15 min. The reaction mixture was stirred for further 30 min., while bubbling gaseous ammonia therein. The reaction mixture was then left standing at room temperature, diluted with ethyl acetate and washed with water and saturated brine. The organic layer was dried over magnesium sulfate and evaporated to remove the solvent under reduced pressure; the thus obtained residue was subjected to silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=1:1) to give Boc-N-Me-Tyr(Bzl)—NH2 (1.32 g, 98%).

후처리

  1. stirringThe reaction mixture was stirred for further 30 min.
  2. customwhile bubbling gaseous ammonia
  3. waitThe reaction mixture was then left
  4. customstanding at room temperature
  5. additiondiluted with ethyl acetate
  6. washwashed with water and saturated brine
  7. dry with materialThe organic layer was dried over magnesium sulfate
  8. customevaporated
  9. customto remove the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-16e19331921144cba39759ceebbc3e24
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06586630B1

반응 노트

불러오는 중…