Triethylamine → HCID 131711692、化合物

HRID 2052270ノート

反応式

HRID 2052270 の反応式
[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

参加物

5

反応物 3

HCID 8471TriethylamineHCID 98767Boc-Trp-OSuHCID 131711693HCID 131711693、化合物

生成物 1

HCID 131711692HCID 131711692、化合物収率 72.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e5a96795d8494e48a500c807dd5b7dbf
出典データセット
uspto-grants-1980_01
特許番号
US04183909

反応ノート

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