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Triethylamine → 3(S)-[2(S)-ACETYLTHIOMETHYL-3-(2-METHYLPHENYL)PROPIONYL]AMINO-delta-VALEROLACTAM

HRID 1461253
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HRID 1461253 반응식
Cl.[NH2:2][C@H:3]1[CH2:9][CH2:8][NH:7][C:5](=[O:6])[CH2:4]1.[C:10]([S:13][CH2:14][C@@H:15]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[CH3:26])[C:16](O)=[O:17])(=[O:12])[CH3:11].C(N(CC)CC)C.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C>[C:10]([S:13][CH2:14][C@@H:15]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[CH3:26])[C:16]([NH:2][C@H:3]1[CH2:9][CH2:8][NH:7][C:5](=[O:6])[CH2:4]1)=[O:17])(=[O:12])[CH3:11]
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 228417862(S)-acetylthiomethyl-3-(2-methylphenyl)propionic acidHCID 228417873(S)-amino-delta-valerolactam hydrochloride

생성물 1

HCID 539270853(S)-[2(S)-ACETYLTHIOMETHYL-3-(2-METHYLPHENYL)PROPIONYL]AMINO-delta-VALEROLACTAM

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

Prepare 3(S)-amino-δ-valerolactam hydrochloride according to the procedure of J. Chem. Soc. Dalton Trans., 1987, p. 1127. Combine this lactam (0.29 g,2.0 mmol), 2(S)-acetylthiomethyl-3-(2-methylphenyl)propionic acid (0.50 g,2.0 mmol), triethylamine (0.03 g,3.0 mmol), and HOBT (0.30 g,2.0 mmol) in DMF (20 ml). Add DEC (0.38 g,2.0 mmol). Stir 18 hr, partition between EtOAc and H2O, dry and concentrate. Chromatograph on silica, eluting with 3% MeOH/CH2Cl2 to obtain the title compound as a foam, [α]D26 =-28.6° (EtOH)

후처리

  1. custompartition between EtOAc and H2O
  2. customdry
  3. concentrationconcentrate
  4. washChromatograph on silica, eluting with 3% MeOH/CH2Cl2

출처 및 근거

ORD 기록
ord-fa404e36b2754ef2bb0c448148dc24a5
출처 데이터셋
uspto-grants-1991_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05075302

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