3,3-Dimethylbutanoyl chloride → N-[N-[N-(3,3-dimethylbutyryl)-L-leucyl]-D-tryptophanyl]-beta-alanine ethyl ester

HRID 1757301ノート

反応式

HRID 1757301 の反応式
[NH2:1][C@H:2]([C:7]([NH:9][C@@H:10]([C:21]([NH:23][CH2:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])=[O:22])[CH2:11][C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[NH:14][CH:13]=1)=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].FC(C(O)=O)(F)F.[CH3:38][C:39]([CH3:45])([CH3:44])[CH2:40][C:41](Cl)=[O:42]>N1C=CC=CC=1>[CH2:29]([O:28][C:26](=[O:27])[CH2:25][CH2:24][NH:23][C:21](=[O:22])[C@@H:10]([CH2:11][C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[NH:14][CH:13]=1)[NH:9][C:7](=[O:8])[C@H:2]([CH2:3][CH:4]([CH3:5])[CH3:6])[NH:1][C:41](=[O:42])[CH2:40][C:39]([CH3:45])([CH3:44])[CH3:38])[CH3:30]

参加物

4

反応物 2

HCID 815143,3-Dimethylbutanoyl chlorideHCID 131719107Leu-DTrp-betaAla-OEt-TFA

生成物 1

HCID 54526361N-[N-[N-(3,3-dimethylbutyryl)-L-leucyl]-D-tryptophanyl]-beta-alanine ethyl ester

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of Leu-DTrp-βAla-OEt.TFA (33.0 mg) obtained in Example 51-(1) in pyridine (0.5 ml) was added 3,3-dimethylbutyryl chloride (12.8 ml) at 0° C. under nitrogen. The reaction mixture was stirred for 10 min, quenched with water (0.1 ml), and concentrated under reduced pressure. The residue was purified by preparative TLC (Merck, Kieselgel 60 F254) with chloroform/methanol=15/1 for development to give the product (21.8 mg).

後処理

  1. customquenched with water (0.1 ml)
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was purified by preparative TLC (Merck, Kieselgel 60 F254) with chloroform/methanol=15/1 for development

出典と根拠

ORDレコード
ord-5007a24fa8b7420ea2d188b942e43e59
出典データセット
uspto-grants-1995_08
特許番号
US05444152

反応ノート

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