Sodium hydride → HCID 15003986, 화합물

HRID 1590980

반응식

HRID 1590980 반응식
[NH:1]([C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])[C@H:2]([C:11]([O:13][CH3:14])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.[H-].[Na+].Br[CH2:28][C:29]([O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:30]>CN(C=O)C>[NH:1]([C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])[C@H:2]([C:11]([O:13][CH3:14])=[O:12])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:28][C:29]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[O:30])=[CH:8][CH:9]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 62576Benzyl bromoacetateHCID 7010613N-[(Phenylmethoxy)carbonyl]-L-tyrosine methyl ester

생성물 1

HCID 15003986HCID 15003986, 화합물수율 72.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Under ice-cooling condition, to 25 ml of DMF solution containing 5.70 g of Z-Tyr-OCH3 was added 692 mg of sodium hydride (containing 60%) and the mixture was stirred for 30 minutes, then 3.96 g of benzyl bromoacetate was added thereto and the whole mixture was stirred at 50° C. for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue thus obtained was extracted with 100 ml of ethyl acetate. The ethyl acetate layer was washed with water and a saturated sodium chloride aqueous solution twice, respectively, then dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue thus obtained was added to a silica gel column and eluted with petroleum ether-chloroform (1:4) to obtain 6.00 g (yield: 72.6%) of the above-mentioned objective product.

후처리

  1. temperatureUnder ice-cooling condition
  2. stirringthe whole mixture was stirred at 50° C. for 1 hour
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe residue thus obtained
  5. extractionwas extracted with 100 ml of ethyl acetate
  6. washThe ethyl acetate layer was washed with water
  7. dry with materiala saturated sodium chloride aqueous solution twice, respectively, then dried over anhydrous sodium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThe residue thus obtained
  10. additionwas added to a silica gel column
  11. washeluted with petroleum ether-chloroform (1:4)

출처 및 근거

ORD 기록
ord-83a3949ee7314cb38bfe64930f149b01
출처 데이터셋
uspto-grants-1993_04
특허 번호
US05204326

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