Piperidine → (S)-tert-Butyl 2-(2-amino-3-(4-hydroxyphenyl)propanamido)acetate

HRID 1755481ノート

反応式

HRID 1755481 の反応式
C1C2C(COC([NH:18][C@@H:19]([CH2:31][C:32]3[CH:37]=[CH:36][C:35]([OH:38])=[CH:34][CH:33]=3)[C:20]([NH:22][CH2:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])=[O:21])=O)C3C(=CC=CC=3)C=2C=CC=1.N1CCCCC1>CN(C=O)C>[NH2:18][C@@H:19]([CH2:31][C:32]1[CH:37]=[CH:36][C:35]([OH:38])=[CH:34][CH:33]=1)[C:20]([NH:22][CH2:23][C:24]([O:26][C:27]([CH3:30])([CH3:28])[CH3:29])=[O:25])=[O:21]

参加物

4

反応物 2

HCID 8082PiperidineHCID 86700124(S)-tert-Butyl 2-(2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-hydroxyphenyl)propanamido)acetate

生成物 1

HCID 86700125(S)-tert-Butyl 2-(2-amino-3-(4-hydroxyphenyl)propanamido)acetate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution material from Example 97 (4.7 g, 9.10 mmol) in anhydrous DMF (30 mL) is added piperidine (15 mL, 152 mmol). The resulting solution is stirred at room temp for 45 rain and the solvent is removed in vacuo. The resulting residue was redissolved in 1,4-dioxane (50 mL), the solvent was removed in vacuo again and the resulting solid was dried under high vacuum for 18 h to give the title compound as a white solid in quantitative yield that contains 1 equivalent of 1-((9H-fluoren-9-yl)methyl)piperidine as a side product. LC/MS (Condition A): ret. T=2.30 rain, (M+H)+ 295.

後処理

  1. customthe solvent is removed in vacuo
  2. dissolutionThe resulting residue was redissolved in 1,4-dioxane (50 mL)
  3. customthe solvent was removed in vacuo again
  4. customthe resulting solid was dried under high vacuum for 18 h

出典と根拠

ORDレコード
ord-501da06283154387a78b5e9bdd6f2590
出典データセット
uspto-grants-2015_10
特許番号
US09169295B2

反応ノート

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