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Triethylamine → 8-(((Tert-butoxy)carbonyl)amino)octanoic acid

HRID 2198019
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HRID 2198019 반응식
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10].[O:12](C(OC(C)(C)C)=O)[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=O.C(N(CC)CC)C>CO>[C:13]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10])([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:12]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 660858-Aminooctanoic acidHCID 90495Di-tert-butyl dicarbonate

생성물 1

HCID 5462158-(((Tert-butoxy)carbonyl)amino)octanoic acid수율 73%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
60 °C

실험 절차

NH2—(CH2)7—COOH (5.00 g, 31.4 mmol), (BOC)2O (7.52 g, 34.5 mmol) and triethylamine (3.48 g, 34.5 mmol) were dissolved in 200 mL of methanol, and the mixture was stirred at 60° C. for 12 hours. After the reaction completed, methanol was removed under reduced pressure, and the obtained material was redissolved in 100 mL of ethyl acetate. Then, the resultant solution was subjected to separation using 0.2 mol/l HCl (twice) and water (twice), and dehydrating was carried out with anhydrous sodium sulfate. After that, recrystallization with hexane at 4° C. and collection using a glass filter (G6) were performed, thereby obtaining Boc-NH—(CH2)7—COOH (5.93 g, 22.9 mmol, yield: 73%).

후처리

  1. custommethanol was removed under reduced pressure
  2. dissolutionthe obtained material was redissolved in 100 mL of ethyl acetate
  3. customThen, the resultant solution was subjected to separation
  4. customAfter that, recrystallization with hexane at 4° C.
  5. customcollection
  6. filtrationfilter (G6)

출처 및 근거

ORD 기록
ord-1dcd9bb5299c426ea77b19a26bb93602
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08338643B2

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