2-(4-BOC-PIPERAZINYL)-2-PHENYLACETIC ACID → HCID 58786718、化合物

HRID 1376030ノート

反応式

HRID 1376030 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH:14]([C:21](O)=[O:22])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C1COCC1>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([CH:14]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:21][OH:22])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

3

反応物 1

HCID 27622172-(4-BOC-PIPERAZINYL)-2-PHENYLACETIC ACID

生成物 1

HCID 58786718HCID 58786718、化合物収率 86%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To 4-(Carboxy-phenyl-methyl)-piperazine-1-carboxylic acid tert-butyl ester (351) (10.7 g, 33.43 mmol) in THF (120 mL) at 0° C. was slowly added BH3—SMe2 (6.69 mL, 66.86 mmol). The reaction mixture was allowed to warm to room temperature and then stirred at room temperature for 96 h. The reaction mixture was then quenched with sat. NaHCO3 (120 mL) at 0° C. and diluted with Et2O. The organic phase was dried with MgSO4 and then concentrated to dryness. The crude material was purified by chromatography (silica gel 60 mesh, eluting with 50% EtOAc/50% hexanes); yielding 3.78 g (86%) pure product.

後処理

  1. customat 0° C.
  2. customThe reaction mixture was then quenched with sat. NaHCO3 (120 mL) at 0° C.
  3. additiondiluted with Et2O
  4. dry with materialThe organic phase was dried with MgSO4
  5. concentrationconcentrated to dryness
  6. customThe crude material was purified by chromatography (silica gel 60 mesh, eluting with 50% EtOAc/50% hexanes)

出典と根拠

ORDレコード
ord-bcde33df409840a886a9eeebc09c8636
出典データセット
uspto-grants-2007_01
特許番号
US07169777B2

反応ノート

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