p-Toluenesulfonic acid → Boc-DTrp-DNle-OBzl

HRID 977519

反応式

HRID 977519 の反応式
[NH2:1][C@@H:2]([C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8])[CH2:3][CH2:4][CH2:5][CH3:6].CC1C=CC(S(O)(=O)=O)=CC=1.CN1CCOCC1.[NH:35]([C:50]([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[C@@H:36]([C:47](O)=[O:48])[CH2:37][C:38]1[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[NH:40][CH:39]=1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl>ClCCl.C(OCC)(=O)C.O>[NH:35]([C:50]([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[C@@H:36]([C:47]([NH:1][C@@H:2]([C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8])[CH2:3][CH2:4][CH2:5][CH3:6])=[O:48])[CH2:37][C:38]1[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[NH:40][CH:39]=1

参加物

10

反応物 6

HCID 6101p-Toluenesulfonic acidHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 111050N-((tert-Butoxy)carbonyl)-D-tryptophanHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 10922067H-D-Nle-Obzl

生成物 1

HCID 131719299Boc-DTrp-DNle-OBzl

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of H-DNle-OBzl.TsOH (1.27 g) in dichloromethane (20 ml) were added NMM (0.53 ml), Boc-DTrp-OH (1.22 g), HOBT.H2O (734 mg) and EDCI.HCl (926 mg) successively under ice cooling. The mixture was stirred at the same temperature for 1 h and at room temperature for 2 h. The mixture was diluted with ethyl acetate, washed with sat. aq. NaHCO3, 10% aq. citric acid, and brine successively, dried over MgSO4 and evaporated in vacuo. The residue was recrystallized from ethyl acetate and hexane to give Boc-DTrp-DNle-OBzl (1.56 g).

後処理

  1. washwashed with sat. aq. NaHCO3, 10% aq. citric acid, and brine successively
  2. dry with materialdried over MgSO4
  3. customevaporated in vacuo
  4. customThe residue was recrystallized from ethyl acetate and hexane

出典と根拠

ORDレコード
ord-51ab8a1120b4446597d59004935fc4b7
出典データセット
uspto-grants-1997_03
特許番号
US05614498

関連ノート

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