N-乙基吗啉 → Z-Ile-Phe-OBut

HRID 904956

反应方程式

HRID 904956 反应方程式
C(N1CCOCC1)C.[NH:9]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[C@H:10]([C:15]([OH:17])=O)[C@H:11]([CH2:13][CH3:14])[CH3:12].[NH2:28][C@H:29]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.C1C=CC2N(O)N=NC=2C=1.C1CCC(N=C=NC2CCCCC2)CC1>CN(C)C=O>[NH:9]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[C@H:10]([C:15]([NH:28][C@H:29]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:17])[C@H:11]([CH2:13][CH3:14])[CH3:12]

参与物

7

反应物 5

HCID 7525N-乙基吗啉HCID 10868N,N'-二环己基碳二亚胺HCID 757711-羟基苯并三唑(HOBT)HCID 2724772N-苄氧羰基-L-异亮氨酸HCID 6931633L-苯基丙氨酸叔丁酯

产物 1

HCID 131713277Z-Ile-Phe-OBut

试剂、催化剂与溶剂 1

HCID 6228N,N-二甲基甲酰胺溶剂

实验过程

1.3 ml of N-ethylmorpholine are added to the solution of 2.65 g of Z-Ile-OH, 2.58 g of H-Phe-OBut and 1.35 g of HOBt in 30 ml of dimethylformamide and 2.2 g of DCC are added to 0° C. The mixture is allowed to stand for 1 hour at 0° C. and overnight at room temperature. On the following day the precipitate is filtered off and the filtrate is concentrated. The residue is partitioned between ethyl acetate and water. The ethyl acetate phase is extracted by shaking with 20 ml of saturated NaHCO3 solution, 20 ml of K2SO4 /KHSO4 solution and 20 ml of NaHCO3 solution and is dried over Na2SO4 and concentrated. The product crystallizes from petroleum ether. Yield 3.7 g, melting point 122°-125°.

后处理

  1. additionare added to 0° C
  2. filtrationOn the following day the precipitate is filtered off
  3. concentrationthe filtrate is concentrated
  4. customThe residue is partitioned between ethyl acetate and water
  5. extractionThe ethyl acetate phase is extracted
  6. dry with materialis dried over Na2SO4
  7. concentrationconcentrated
  8. customThe product crystallizes from petroleum ether

来源与证据

ORD记录
ord-a9eaf38e2fd04680b6ed72562a431c04
来源数据集
uspto-grants-1983_12
专利号
US04420424

关联笔记

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