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Triethylamine → HCID 66940370, 화합물

HRID 1367898
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HRID 1367898 반응식
[CH3:1][S:2][CH2:3][CH2:4][C:5](Cl)=[O:6].Cl.[CH3:9][O:10][C:11](=[O:21])[C@H:12]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[NH2:13].C(N(CC)CC)C>ClCCl>[CH3:9][O:10][C:11](=[O:21])[CH:12]([NH:13][C:5](=[O:6])[CH2:4][CH2:3][S:2][CH3:1])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 75736Methyl L-phenylalaninate hydrochlorideHCID 129214403-(Methylthio)propionyl Chloride

생성물 1

HCID 66940370HCID 66940370, 화합물수율 92%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1.556 g (11 mmol) of 3-methylsulfanyl-propionyl chloride was added slowly to a mixture of 2.20 g (10 mmol) of phenylalanine methyl ester hydrochloride, 4.18 mL (30 mmol) of triethyl amine and 50 mL of dichloromethane and stirred at room temperature for 2 h. The reaction mixture was partitioned between DCM (50 mL) and saturated NaHCO3 solution (100 mL). The aqueous layer was separated and extracted again with dichloromethane (100 mL). The combined organic extracts were dried over sodium sulfate and evaporated. Purification by column chromatography on silica gel gave 2.574 g (92%) of 2-(3-methylsulfanyl-propionylamino)-3-phenyl-propionic acid methyl ester. LCMS: 282 (M+1)+.

후처리

  1. customThe reaction mixture was partitioned between DCM (50 mL) and saturated NaHCO3 solution (100 mL)
  2. customThe aqueous layer was separated
  3. extractionextracted again with dichloromethane (100 mL)
  4. dry with materialThe combined organic extracts were dried over sodium sulfate
  5. customevaporated
  6. customPurification by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-7b6752022b4e44ada5109ecb5d45dba3
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07893267B2

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