Trifluoroacetic acid → N-Fmoc,2-(trans-Dec-4-en-1-ylamino)acetaldehyde

HRID 898640ノート

反応式

HRID 898640 の反応式
C[O:2][CH:3](OC)[CH2:4][N:5]([CH2:23][CH2:24][CH2:25]/[CH:26]=[CH:27]/[CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:6]([O:8][CH2:9][CH:10]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]2[C:11]1=[CH:12][CH:13]=[CH:14][CH:15]=2)=[O:7].C(O)(C(F)(F)F)=O>O>[C:6]([N:5]([CH2:23][CH2:24][CH2:25]/[CH:26]=[CH:27]/[CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH2:4][CH:3]=[O:2])([O:8][CH2:9][CH:10]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]2[C:11]1=[CH:12][CH:13]=[CH:14][CH:15]=2)=[O:7]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 21966301N-Fmoc-2-(trans-Dec-4-en-1-ylamino)acetaldehyde dimethyl acetal

生成物 1

HCID 21966305N-Fmoc,2-(trans-Dec-4-en-1-ylamino)acetaldehyde収率 115%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

N-Fmoc-2-(trans-Dec-4-en-1-ylamino)acetaldehyde dimethyl acetal (5 g, 10.7 mmol) was mixed with 30 mL of TFA and stirred at room temperature for 30 minutes. The reaction was poured into water (140 mL) and centrifuged to obtain a clear oil. The supernatant was decanted and the oil was mixed with 40 mL of water and centrifuged again. The supernatant was again decanted and the oil was dissolved in dichloromethane (100 mL), dried over MgSO4, filtered, and concentrated under reduced pressure to obtain 5.2 g (12.3 mmol) of N-Fmoc-2-(trans-Dec-4-en-1-ylamino)acetaldehyde as a clear oil.

後処理

  1. customto obtain a clear oil
  2. customThe supernatant was decanted
  3. additionthe oil was mixed with 40 mL of water
  4. customThe supernatant was again decanted
  5. dissolutionthe oil was dissolved in dichloromethane (100 mL)
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b100e4c0b0ab4e24b0cd5e457e62ff58
出典データセット
uspto-grants-2008_04
特許番号
US07351791B2

反応ノート

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