Hydrochloric Acid → (R,S)-[4-[2-Methoxycarbonylamino-4-oxo-4-(4-pyridin-4-ylpiperazin-1-yl)butyryl]-3-methoxycarbonylmethyl-2-oxopiperazin-1-yl]acetic Acid Hydrochloride

HRID 1066571ノート

反応式

HRID 1066571 の反応式
FC(F)(F)[C:3](O)=[O:4].[NH2:8][C@@H:9]([CH2:28][C:29](=[O:42])[N:30]1[CH2:35][CH2:34][N:33]([C:36]2[CH:41]=[CH:40][N:39]=[CH:38][CH:37]=2)[CH2:32][CH2:31]1)[C:10]([N:12]1[CH2:17][CH2:16][N:15]([CH2:18][C:19]([OH:21])=[O:20])[C:14](=[O:22])[C@@:13]1([CH:25]=[C:26]=[O:27])OC)=[O:11].C(=O)([O-])O.[Na+].[Cl:48][C:49]([O:51][CH3:52])=[O:50].Cl>O1CCOCC1.O>[ClH:48].[CH3:52][O:51][C:49]([NH:8][C@@H:9]([CH2:28][C:29](=[O:42])[N:30]1[CH2:31][CH2:32][N:33]([C:36]2[CH:37]=[CH:38][N:39]=[CH:40][CH:41]=2)[CH2:34][CH2:35]1)[C:10]([N:12]1[CH2:17][CH2:16][N:15]([CH2:18][C:19]([OH:21])=[O:20])[C:14](=[O:22])[C@H:13]1[CH2:25][C:26]([O:4][CH3:3])=[O:27])=[O:11])=[O:50]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6586Methyl chloroformateHCID 516892Sodium BicarbonateHCID 86756995(r,s)-[4-[2-Amino-4-oxo-4-[4-(pyridin-4-yl)piperazin-1-yl]butyryl]-3-methoxy-carbonylmethyl-2-oxopiperazin-1-yl]acetic acid trifluoroacetic acid salt

生成物 1

HCID 70066898(R,S)-[4-[2-Methoxycarbonylamino-4-oxo-4-(4-pyridin-4-ylpiperazin-1-yl)butyryl]-3-methoxycarbonylmethyl-2-oxopiperazin-1-yl]acetic Acid Hydrochloride

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

To a mixture of (R,S)-[4-[2-amino-4-oxo-4-[4-(pyridin-4-yl)piperazin-1-yl]butyryl]-3-methoxy-carbonylmethyl-2-oxopiperazin-1-yl]acetic acid trifluoroacetic acid salt (0.30 g) produced in Working Example 21, an aqueous solution of sodium hydrogen carbonate (0.18 g), water (3 ml) and 1,4-dioxane (3 ml) was added methyl chloroformate (0.051 ml) and the solution was stirred for 1 hour at room temperature. To the reaction solution was added 1N hydrochloric acid and the solution was adjusted to pH 3, which was then concentrated. The concentrate was purified by means of CHP-20 column chromatography (eluent:H2O→10% acetonitrile aqueous solution). The objected fraction was concentrated and subjected to lyophilization to give the titled compound (0.25 g) as a white amorphous powdery product.

後処理

  1. customproduced in Working Example 21
  2. concentrationwas then concentrated
  3. customThe concentrate was purified by means of CHP-20 column chromatography (eluent:H2O→10% acetonitrile aqueous solution)
  4. concentrationThe objected fraction was concentrated

出典と根拠

ORDレコード
ord-561f9804f7b3411b840f0d64bac6a786
出典データセット
uspto-grants-2001_06
特許番号
US06242600B1

反応ノート

読み込み中…