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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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(S)-(-)-N-Benzyl-1-phenylethylamine → (S)-3-[2-(4-Acetylaminophenyl)ethyl]-3-hydroxy-4-methylpentanoic Acid (S)-N-Benzyl-alpha-methylbenzylamine Salt

HRID 844830
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인쇄 미리보기

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HRID 844830 반응식
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]([OH:21])([CH:18]([CH3:20])[CH3:19])[CH2:14][C:15]([OH:17])=[O:16])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[CH2:22]([NH:29][C@@H:30]([CH3:37])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C(O)C>[CH2:22]([NH:29][C@@H:30]([CH3:37])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:11][CH2:12][C@@:13]([OH:21])([CH:18]([CH3:19])[CH3:20])[CH2:14][C:15]([OH:17])=[O:16])=[CH:9][CH:10]=1)(=[O:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 1268085(S)-(-)-N-Benzyl-1-phenylethylamineHCID 9827476(+/-)-3-[2-(4-Acetylaminophenyl)ethyl]-3-hydroxy-4-methylpentanoic acid

생성물 1

HCID 86758013(S)-3-[2-(4-Acetylaminophenyl)ethyl]-3-hydroxy-4-methylpentanoic Acid (S)-N-Benzyl-alpha-methylbenzylamine Salt수율 43%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
20 °C

실험 절차

Ethanol (125 g) was added to (+/−)-3-[2-(4-acetylaminophenyl)ethyl]-3-hydroxy-4-methylpentanoic acid (11a, 25 g, 85 mmol) and the resulting solution stirred at 20° C. (S)-N-Benzyl-α-methylbenzylamine (21, 22.5 g, 106 mmol) was added to the solution and the resulting mixture allowed to stir at 20° C. for 23 hours. The mixture was filtered and the product washed with ethanol (10 mL) and vacuum dried at ambient temperature to give (S)-3-[2-(4-acetylaminophenyl)ethyl]-3-hydroxy-4-methylpentanoic acid (S)-N-benzyl-α-methylbenzylamine salt (22a): 18.6 g (36.8 mmol, 43% yield or 86% of theory); Chiral assay (HPLC): 99.2 area % (S) isomer 23a; mp: 152-154° C.

후처리

  1. additionwas added to the solution
  2. filtrationThe mixture was filtered
  3. washthe product washed with ethanol (10 mL) and vacuum
  4. customdried at ambient temperature

출처 및 근거

ORD 기록
ord-a06b05bdbbdc43fe9632c2941295f96a
출처 데이터셋
uspto-grants-2002_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06380400B1

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