Triethylamine → HCID 131711702、化合物

HRID 2052274ノート

反応式

HRID 2052274 の反応式
[NH2:1][C@H:2]([C:6]([NH:8][C@H:9]([C:14]([NH:16][C@@H:17]([C:24]([NH2:26])=[O:25])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])[CH2:10][C:11](=[O:13])[OH:12])=[O:7])[CH2:3][CH2:4][CH3:5].Cl.[NH:28]([C:50]([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[C@H:29]([C:40](ON1C(=O)CCC1=O)=[O:41])[CH2:30][C:31]1[C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[NH:33][CH:32]=1.C(N(CC)CC)C>CN(C=O)C>[NH:28]([C:50]([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[C@H:29]([C:40]([NH:1][C@H:2]([C:6]([NH:8][C@H:9]([C:14]([NH:16][C@@H:17]([C:24]([NH2:26])=[O:25])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])[CH2:10][C:11](=[O:12])[OH:13])=[O:7])[CH2:3][CH2:4][CH3:5])=[O:41])[CH2:30][C:31]1[C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[NH:33][CH:32]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 98767Boc-Trp-OSuHCID 131711703HCID 131711703、化合物

生成物 1

HCID 131711702HCID 131711702、化合物収率 66.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1.50 g (3.74 mmoles) of H-Nva-Asp-D-Phg-NH2.HCl are reacted with 1.50 g (3.74 mmoles) of BOC-Trp-OSu in 30 ml of DMF in the presence of 1.05 ml (7.5 mmoles) of triethylamine. Next day the reaction mixture is evaporated in vacuo, the residue is admixed with water, and the mixture is filtered. The obtained crude product, weighing 2.36 g, is recrystallized from 300 ml of 80% ethanol. 1.54 g (66.2%) of BOC-Trp-Nva-Asp-D-Phg-NH2 are obtained; m.p.: 240° C. (decomposition), Rf5 :0.35, [α]D :-60.5° (c: 1.0, in dimethyl formamide).

後処理

  1. customNext day the reaction mixture is evaporated in vacuo
  2. filtrationthe mixture is filtered
  3. customThe obtained crude product
  4. customis recrystallized from 300 ml of 80% ethanol

出典と根拠

ORDレコード
ord-a158547135d84688860622d6ba4f49db
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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