Water → Z-N-Me-Val-N-Me-Tyr(3-tBu)-OMe

HRID 1383740노트

반응식

HRID 1383740 반응식
[C:1]([N:11]([CH3:19])[C@H:12]([C:16]([OH:18])=O)[CH:13]([CH3:15])[CH3:14])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].[NH:20]([CH3:38])[C@H:21]([C:34]([O:36][CH3:37])=[O:35])[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[C:25]([C:30]([CH3:33])([CH3:32])[CH3:31])[CH:24]=1.C1C=CC2N(O)N=NC=2C=1.O>CN(C=O)C.CC(C)N=C=NC(C)C.CCOCC>[C:1]([N:11]([CH3:19])[C@H:12]([C:16]([N:20]([CH3:38])[C@H:21]([C:34]([O:36][CH3:37])=[O:35])[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[C:25]([C:30]([CH3:33])([CH3:31])[CH3:32])[CH:24]=1)=[O:18])[CH:13]([CH3:14])[CH3:15])([O:3][CH2:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[O:2]

참가 물질

8

반응물 4

HCID 962WaterHCID 757711-HydroxybenzotriazoleHCID 7016371N-Methyl-N-[(phenylmethoxy)carbonyl]-L-valineHCID 131722749N-Me-Tyr(3-tBu)-OMe

생성물 1

HCID 131722748Z-N-Me-Val-N-Me-Tyr(3-tBu)-OMe

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매HCID 12734Diisopropylcarbodiimide용매

실험 절차

To a solution of 3.25 g of Z-N-Me-Val-OH, 2.2 g of N-Me-Tyr(3-tBu)-OMe and 1.88 g of HOBT in DMF (30 ml), DIC (1.9 ml) was added under cooling with ice and the mixture was stirred at room temperature for 23 hours. Water was added to the reaction mixture and extraction was effected with ether. The extract was washed with saturated brine and the organic layer was dried with sodium sulfate. After distilling off the solvent under reduced pressure, the resulting residue was subjected to silica gel column chromatography (eluting solvent consisting of chloroform, methanol and aqueous ammonia at a ratio of 100:10:1) to give Z-N-Me-Val-N-Me-Tyr(3-tBu)-OMe in the amount of 1.96 g (47%).

후처리

  1. temperatureunder cooling with ice
  2. washThe extract was washed with saturated brine
  3. dry with materialthe organic layer was dried with sodium sulfate
  4. distillationAfter distilling off the solvent under reduced pressure
  5. washeluting solvent

출처 및 근거

ORD 기록
ord-d7def5f59e1748acb24adfc0f6389594
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06255285B1

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