Triethylamine → HCID 68711938, 화합물

HRID 1927797노트

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HRID 1927797 반응식
[C:1]([O:5][C:6]([N:8]([CH2:13][C:14]([N:16]1[CH2:20][CH2:19][CH2:18][C@H:17]1[C:21]([NH2:23])=O)=[O:15])[CH2:9][CH:10]([CH3:12])[CH3:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.FC(F)(F)C(OC(=O)C(F)(F)F)=O>C1COCC1.C(OCC)(=O)C>[C:1]([O:5][C:6]([N:8]([CH2:13][C:14]([N:16]1[CH2:20][CH2:19][CH2:18][C@H:17]1[C:21]#[N:23])=[O:15])[CH2:9][CH:10]([CH3:12])[CH3:11])=[O:7])([CH3:3])([CH3:4])[CH3:2]

참가 물질

6

반응물 3

HCID 8471Triethylamine2회HCID 9845Trifluoroacetic anhydrideHCID 68709601HCID 68709601, 화합물

생성물 1

HCID 68711938HCID 68711938, 화합물수율 50%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

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온도
0 °C

실험 절차

(2S)-1-(2-(N-tert-Butyloxycarbonyl-N-(2-methylpropyl)amino)acetyl)pyrrolidine-2-carboxamide (330 mg, 1.01 mmol) was dissolved in dry THF (20 ml). The solution was cooled to 0° C., triethylamine (210 mg, 2.1 mmol) was added followed by the slow addition of trifluoroacetic anhydride (460 g, 2.2 mmol). The pH was adjusted to pH9 with triethylamine. After 30 min the reaction mixture was diluted with ethyl acetate (100 ml), washed with water and brine, dried (Na2SO4) and evaporated in vacuo. The residue was purified by flash chromatography (eluant: 3% methanol, 97% chloroform) to give an orange oil identified as the title compound (156 mg, 0.50 mmol, 50%).

후처리

  1. washwashed with water and brine
  2. dry with materialdried (Na2SO4)
  3. customevaporated in vacuo
  4. customThe residue was purified by flash chromatography (eluant: 3% methanol, 97% chloroform)
  5. customto give an orange oil

출처 및 근거

ORD 기록
ord-5457260f24f94c2bb0bd8de5074efb37
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183280B2

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