Caprolactam → 3(S)-[2(S)-ACETYLTHIOMETHYL-3-(2-METHYLPHENYL)PROPIONYL]-AMINO-epsilon-CAPROLACTAM

HRID 1461252ノート

反応式

HRID 1461252 の反応式
[C:1]1(=[O:8])[NH:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:9]([S:12][CH2:13][C@@H:14]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH3:25])[C:15](O)=[O:16])(=[O:11])[CH3:10].OC1C2N=N[NH:32]C=2C=CC=1.Cl.CN(C)CCCN=C=NCC>CN(C=O)C>[C:9]([S:12][CH2:13][C@@H:14]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH3:25])[C:15]([C@H:3]1[CH2:4][CH2:5][CH2:6][NH:7][C:1](=[O:8])[CH:2]1[NH2:32])=[O:16])(=[O:11])[CH3:10]

参加物

6

反応物 4

HCID 7768CaprolactamHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 228417862(S)-acetylthiomethyl-3-(2-methylphenyl)propionic acidHCID 178418300HCID 178418300、化合物

生成物 1

HCID 867453093(S)-[2(S)-ACETYLTHIOMETHYL-3-(2-METHYLPHENYL)PROPIONYL]-AMINO-epsilon-CAPROLACTAM

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Combine 3(S)-amino-:-caprolactam (0.28 g,2.2 mmol), 2(S)-acetylthiomethyl-3-(2-methylphenyl)propionic acid (0.50 g,2.0 mmol) and hydroxybenzotriazole (HOBT) (0.33 g,2.2 mmol) in DMF (10ml). Add 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (DEC) (0.42 g,2.2 mmol). Stir 18hr, partition between EtOAc and H2O, dry and concentrate. Chromatograph on silica, eluting with diethyl ether (Et2O) to obtain the title compound as a foam,[α]D26 =-31.3° (EtOH).

後処理

  1. custompartition between EtOAc and H2O
  2. customdry
  3. concentrationconcentrate
  4. washChromatograph on silica, eluting with diethyl ether (Et2O)

出典と根拠

ORDレコード
ord-326c31f3e2a0435e9f99b46aad6ecba6
出典データセット
uspto-grants-1991_12
特許番号
US05075302

反応ノート

読み込み中…