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

HRID 2295173ノート

反応式

HRID 2295173 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-546ac5a1b77a4d058517cad3ca08fbdf
出典データセット
uspto-grants-1997_11
特許番号
US05691315

反応ノート

読み込み中…