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Sodium Acetate → 3-[2-(Benzofuran-2-ylmethoxycarbonylamino)-2-(1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid 4-(3-hydroxy-pyrrolidin-1-ylmethyl)-benzoyloxymethyl ester monohydrochloride salt

HRID 1384511
ノート
印刷プレビュー

反応式

HRID 1384511 の反応式
[CH:1]([C:3]1[CH:52]=[CH:51][C:6]([C:7]([O:9][CH2:10][O:11][C:12]([N:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]([CH2:23][C:24]([NH:37][C:38]([O:40][CH2:41][C:42]3[O:43][C:44]4[CH:50]=[CH:49][CH:48]=[CH:47][C:45]=4[CH:46]=3)=[O:39])([C:26](=[O:36])[NH:27][CH:28]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH3:29])[CH3:25])=[CH:15]2)=[O:13])=[O:8])=[CH:5][CH:4]=1)=O.[ClH:53].[OH:54][CH:55]1[CH2:59][CH2:58][NH:57][CH2:56]1.C([O-])(=O)C.[Na+]>C(Cl)(Cl)Cl>[ClH:53].[OH:54][CH:55]1[CH2:59][CH2:58][N:57]([CH2:1][C:3]2[CH:52]=[CH:51][C:6]([C:7]([O:9][CH2:10][O:11][C:12]([N:14]3[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[C:16]([CH2:23][C:24]([NH:37][C:38]([O:40][CH2:41][C:42]4[O:43][C:44]5[CH:50]=[CH:49][CH:48]=[CH:47][C:45]=5[CH:46]=4)=[O:39])([C:26](=[O:36])[NH:27][CH:28]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[CH3:29])[CH3:25])=[CH:15]3)=[O:13])=[O:8])=[CH:5][CH:4]=2)[CH2:56]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 517045Sodium AcetateHCID 27694083-Hydroxypyrrolidine hydrochlorideHCID 206699173-[2-(Benzofuran-2-ylmethoxycarbonylamino)-2-(1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid 4-formylbenzoyloxymethyl ester

生成物 1

HCID 702091333-[2-(Benzofuran-2-ylmethoxycarbonylamino)-2-(1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid 4-(3-hydroxy-pyrrolidin-1-ylmethyl)-benzoyloxymethyl ester monohydrochloride salt
収率 51%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

NaHB(OAc)3 (0.085 g, 0.4 mmol, 1.4 eq.) was added in three equal portions in 10 minutes to a cloudy solution of compound 19 (0.2 g, 0.285 mmol), 3-hydroxypyrrolidine hydrochloride (0.07 g, 0.57 mmol, 2.0 eq.) and sodium acetate (0.047 g, 0.57 mmol, 2.0 eq.) in dry chloroform (10 mL) under N2 in an ice bath. The reaction was stirred in ice bath for 20 minutes and at room temperature for 4 hours to give a white suspension. The reaction mixture was worked up and purified as above to give compound 20h (0.113 g, 51%) as a white foam.

後処理

  1. customat room temperature for 4 hours to give a white suspension
  2. custompurified as above

出典と根拠

ORDレコード
ord-5f83beaa3a854b4cab87006818cab199
出典データセット
uspto-grants-2001_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06258800B1

反応ノート

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