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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
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HRID 1158485 반응식
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
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참가 물질

4

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-fb7d4b704157403aa6335ec8f7a56afc
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07807709B2

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