Triethylamine → N-dodecyl-2-carbobenzyloxyaminosuccinamic acid

HRID 1095263노트

반응식

HRID 1095263 반응식
[C:1]([NH:11][C@@H:12]1[C:17](=[O:18])[O:16][C:14](=[O:15])[CH2:13]1)([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].[CH2:19]([NH2:31])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30].C(N(CC)CC)C>C(Cl)Cl>[CH2:19]([NH:31][C:14](=[O:15])[CH2:13][CH:12]([NH:11][C:1]([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2])[C:17]([OH:16])=[O:18])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 13583DodecylamineHCID 11128682(S)-Benzyl (tetrahydro-2,5-dioxo-3-furyl)carbamate

생성물 1

HCID 57925483N-dodecyl-2-carbobenzyloxyaminosuccinamic acid수율 97%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

N-Carbobenzyloxy-L-aspartic anhydride (1 mmol) was dissolved in 50 mL methylene chloride, followed by the addition of 1.05 eq of dodecylamine and 1.1 eq of triethylamine. The reaction was capped to prevent evaporation, and stirred for 12 hours. When no trace of starting material could be detected by thin layer chromatography (TLC) (CH2Cl2, 5% MeOH), the reaction was quenched with 20 mL 1N hydrochloric acid followed by extraction with chloroform (5×). The organic layer was dried over magnesium sulfate, and 7 was obtained as a white solid (yield 97%).

후처리

  1. customThe reaction was capped
  2. customevaporation
  3. customthe reaction was quenched with 20 mL 1N hydrochloric acid
  4. extractionfollowed by extraction with chloroform (5×)
  5. dry with materialThe organic layer was dried over magnesium sulfate

출처 및 근거

ORD 기록
ord-1401b6324ffe4ff991b4303fe3180ae7
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138140B2

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