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Hydrochloric Acid → N-[(3R*,4R*)-1-Benzyl-4-(isopropylamino-methyl)-pyrrolidin-3-ylmethyl]-N-isopropyl-4-methoxy-3-(3-methoxy-propoxy)-benzamide

HRID 1158485
ノート
印刷プレビュー

反応式

HRID 1158485 の反応式
C(OC(=O)[N:7]([CH2:11][C@H:12]1[C@@H:16]([CH2:17][N:18]([CH:35]([CH3:37])[CH3:36])[C:19](=[O:34])[C:20]2[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[C:22]([O:28][CH2:29][CH2:30][CH2:31][O:32][CH3:33])[CH:21]=2)[CH2:15][N:14]([CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH2:13]1)[CH:8]([CH3:10])[CH3:9])(C)(C)C.Cl>O1CCOCC1>[CH2:38]([N:14]1[CH2:13][C@@H:12]([CH2:11][NH:7][CH:8]([CH3:10])[CH3:9])[C@@H:16]([CH2:17][N:18]([CH:35]([CH3:37])[CH3:36])[C:19](=[O:34])[C:20]2[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[C:22]([O:28][CH2:29][CH2:30][CH2:31][O:32][CH3:33])[CH:21]=2)[CH2:15]1)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 59512411[(3S*,4R*)-1-Benzyl-4-({isopropyl-[4-methoxy-3-(3-methoxy-propoxy)-benzoyl]-amino}-methyl)-pyrrolidin-3-ylmethyl]-isopropyl-carbamic acid tert-butyl ester

生成物 1

HCID 59512319N-[(3R*,4R*)-1-Benzyl-4-(isopropylamino-methyl)-pyrrolidin-3-ylmethyl]-N-isopropyl-4-methoxy-3-(3-methoxy-propoxy)-benzamide

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

To a solution of [(3S*,4R*)-1-benzyl-4-({isopropyl-[4-methoxy-3-(3-methoxy-propoxy)-benzoyl]-amino}-methyl)-pyrrolidin-3-ylmethyl]-isopropyl-carbamic acid tert-butyl ester (0.41 g, 0.66 mmol), is added a dioxane solution of HCl 4N (10 mL). The reaction mixture is stirred for 2 h at room temperature. The solvent is concentrated and water (20 mL), an aqueous solution of NaOH 4N (5 mL) and Et2O (25 mL) are added. The layers are separated and the aqueous one extracted twice with Et2O. The combined organic extracts are dried (MgSO4), and the solvent is removed in vacuo to give the title compound which is used without further purification in the next step. MS (LC-MS): 526.4 [M+H]+; tR (HPLC, C18 column, 10-100% CH3CN/H2O/5 min, 100% CH3CN/2.53 min, CH3CN and H2O containing 0.1% TFA, flow: 1.5 mL/min): 4.78 min.

後処理

  1. concentrationThe solvent is concentrated
  2. additionwater (20 mL), an aqueous solution of NaOH 4N (5 mL) and Et2O (25 mL) are added
  3. customThe layers are separated
  4. extractionthe aqueous one extracted twice with Et2O
  5. dry with materialThe combined organic extracts are dried (MgSO4)
  6. customthe solvent is removed in vacuo

出典と根拠

ORDレコード
ord-fb7d4b704157403aa6335ec8f7a56afc
出典データセット
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07807709B2

反応ノート

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