Triethylamine → HCID 131711692, 화합물

HRID 2052270노트

반응식

HRID 2052270 반응식
[NH2:1][C@H:2]([C:7]([NH:9][C@H:10]([C:15]([NH:17][C@@H:18]([C:25]([NH2:27])=[O:26])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])[CH2:11][C:12](=[O:14])[OH:13])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].C(N(CC)CC)C.[NH:35]([C:57]([O:59][C:60]([CH3:63])([CH3:62])[CH3:61])=[O:58])[C@H:36]([C:47](ON1C(=O)CCC1=O)=[O:48])[CH2:37][C:38]1[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[NH:40][CH:39]=1>CN(C=O)C>[NH:35]([C:57]([O:59][C:60]([CH3:63])([CH3:62])[CH3:61])=[O:58])[C@H:36]([C:47]([NH:1][C@H:2]([C:7]([NH:9][C@H:10]([C:15]([NH:17][C@@H:18]([C:25]([NH2:27])=[O:26])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)=[O:16])[CH2:11][C:12](=[O:13])[OH:14])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5])=[O:48])[CH2:37][C:38]1[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[NH:40][CH:39]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 98767Boc-Trp-OSuHCID 131711693HCID 131711693, 화합물

생성물 1

HCID 131711692HCID 131711692, 화합물수율 72.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2.25 g (5.93 mmoles) of H-Leu-Asp-D-Phg-NH2, prepared as described in Example 5, Step 2, are dissolved in a mixture of 50 ml of DMF and 10 ml of HMFA, and 0.84 ml (5.93 mmoles) of triethylamine and 2.65 g (6.6 mmoles) of BOC-Trp-OSu are added to the solution. The reaction mixture is stirred for 4 hours, whereupon a clear mixture is obtained. The mixture is allowed to stand overnight, and then DMF is evaporated in vacuo. The residual mixture containing HMFA is diluted with water, the obtained suspension is allowed to stand at a cool place, and then the precipitate is filtered off. The resulting crude product, weighing 4.31 g, is boiled twice in ethyl acetate, and the suspension is filtered when hot. 2.87 g (72.8%) of BOC-Trp-Leu-Asp-D-Phg-NH2 are obtained; m.p.: 195°-200° C., Rf5 : 0.55. The product is used in the next step without further purification.

후처리

  1. additionare added to the solution
  2. customis obtained
  3. waitto stand overnight
  4. customDMF is evaporated in vacuo
  5. additionThe residual mixture containing HMFA
  6. additionis diluted with water
  7. filtrationthe precipitate is filtered off
  8. filtrationthe suspension is filtered when hot

출처 및 근거

ORD 기록
ord-e5a96795d8494e48a500c807dd5b7dbf
출처 데이터셋
uspto-grants-1980_01
특허 번호
US04183909

반응 노트

불러오는 중…