2-(4-BOC-PIPERAZINYL)-2-PHENYLACETIC ACID → HCID 58786718, 화합물

HRID 1376030노트

반응식

HRID 1376030 반응식
[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]

참가 물질

3

반응물 1

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

생성물 1

HCID 58786718HCID 58786718, 화합물수율 86%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-bcde33df409840a886a9eeebc09c8636
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07169777B2

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