Dichloromethane → 5(S)-Amino-4(S)-hydroxy-2(S),7(S)-diisopropyl-8-[4-methoxy-3-(3-methoxypropyloxy)-phenyl]-octanoic acid (N-(1-carbamoyl-1-methyl-ethyl)]-amide hydrochloride

HRID 725645ノート

反応式

HRID 725645 の反応式
FC(F)(F)C(O)=O.[C:8]([C:11]([NH:14][C:15](=[O:52])[C@H:16]([CH:49]([CH3:51])[CH3:50])[CH2:17][C@H:18]([OH:48])[C@@H:19]([NH:40]C(OC(C)(C)C)=O)[CH2:20][C@@H:21]([CH:37]([CH3:39])[CH3:38])[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([O:31][CH2:32][CH2:33][CH2:34][O:35][CH3:36])[CH:24]=1)([CH3:13])[CH3:12])(=[O:10])[NH2:9].[OH-].[Na+].[Cl:55]CCl>>[ClH:55].[C:8]([C:11]([NH:14][C:15](=[O:52])[C@H:16]([CH:49]([CH3:51])[CH3:50])[CH2:17][C@H:18]([OH:48])[C@@H:19]([NH2:40])[CH2:20][C@@H:21]([CH:37]([CH3:39])[CH3:38])[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([O:31][CH2:32][CH2:33][CH2:34][O:35][CH3:36])[CH:24]=1)([CH3:13])[CH3:12])(=[O:10])[NH2:9]

参加物

5

反応物 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 236270705(S)-tert-butoxycarbonylamino-4(S)-hydroxy-2(S),7(S)-diisopropyl-8-[4-methoxy-3-(3-methoxypropyloxy)-phenyl]-octanoic acid [N-(1-carbamoyl-1-methyl-ethyl)]-amide

生成物 1

HCID 236264245(S)-Amino-4(S)-hydroxy-2(S),7(S)-diisopropyl-8-[4-methoxy-3-(3-methoxypropyloxy)-phenyl]-octanoic acid (N-(1-carbamoyl-1-methyl-ethyl)]-amide hydrochloride

反応条件

温度
0 °C

実験手順

1.5 ml of trifluoroacetic acid are added to 56 mg of 5(S)-tert-butoxycarbonylamino-4(S)-hydroxy-2(S),7(S)-diisopropyl-8-[4-methoxy-3-(3-methoxypropyloxy)-phenyl]-octanoic acid [N-(1-carbamoyl-1-methyl-ethyl)]-amide in 1.5 ml of dichloromethane at 0° C. The mixture is stirred for a further 30 minutes at 0° C. The reaction mixture is poured onto cooled 1N sodium hydroxide and the product is extracted repeatedly with dichloromethane. The organic phases are dried, and ethereal hydrochloric acid is added. Concentration by evaporation yields the title compound: Rf (dichloromethane/methanol=8:2)=0.30; HPLC Rt =11.25; FAB-MS (M+H)+ =538.

後処理

  1. additionThe reaction mixture is poured
  2. extractionthe product is extracted repeatedly with dichloromethane
  3. customThe organic phases are dried
  4. additionethereal hydrochloric acid is added
  5. concentrationConcentration
  6. customby evaporation

出典と根拠

ORDレコード
ord-5308d92f914441999204a4730cb886f2
出典データセット
uspto-grants-1998_01
特許番号
US05705658

反応ノート

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