Triethylamine → HCID 68711938、化合物

HRID 1927797ノート

反応式

HRID 1927797 の反応式
[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]

参加物

6

反応物 3

HCID 8471Triethylamine2 回HCID 9845Trifluoroacetic anhydrideHCID 68709601HCID 68709601、化合物

生成物 1

HCID 68711938HCID 68711938、化合物収率 50%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

(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%).

後処理

  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

出典と根拠

ORDレコード
ord-5457260f24f94c2bb0bd8de5074efb37
出典データセット
uspto-grants-2012_05
特許番号
US08183280B2

反応ノート

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