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Acetic Acid → N-4-amidinobenzoyl-beta-phenyl-alpha,alpha-dimethyl-beta-alanyl-4-piperidineacetic acid

HRID 361750
ノート
印刷プレビュー

反応式

HRID 361750 の反応式
C([O:8][C:9](=[O:41])[CH2:10][CH:11]1[CH2:16][CH2:15][N:14]([C:17](=[O:40])[C:18]([CH3:39])([CH3:38])[CH:19]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[NH:20][C:21](=[O:31])[C:22]2[CH:27]=[CH:26][C:25]([C:28](=[NH:30])[NH2:29])=[CH:24][CH:23]=2)[CH2:13][CH2:12]1)C1C=CC=CC=1.C(O)(=O)C.[H][H]>CO.[OH-].[Pd+2].[OH-]>[C:28]([C:25]1[CH:24]=[CH:23][C:22]([C:21]([NH:20][CH:19]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:18]([CH3:39])([CH3:38])[C:17]([N:14]2[CH2:13][CH2:12][CH:11]([CH2:10][C:9]([OH:41])=[O:8])[CH2:16][CH2:15]2)=[O:40])=[O:31])=[CH:27][CH:26]=1)(=[NH:29])[NH2:30]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 176Acetic AcidHCID 86753669N-4-amidinobenzoyl-beta-phenyl-alpha,alpha-dimethyl-beta-alanyl-4-piperidineacetic acid benzyl esterHCID 178418361HCID 178418361、化合物

生成物 1

HCID 9825696N-4-amidinobenzoyl-beta-phenyl-alpha,alpha-dimethyl-beta-alanyl-4-piperidineacetic acid収率 89.9%

試薬・触媒・溶媒 2

HCID 9942167
Palladium hydroxide
触媒
HCID 887Methanol溶媒

実験手順

N-4-Amidinobenzoyl-β-phenyl-α,α-dimethyl-β-alanyl-4-piperidineacetic acid benzyl ester (63 mg, 0.114 mmol) was dissolved in an 80% aqueous methanol solution (10 ml) containing 2% acetic acid. To the reulting solution was added palladium hydroxide (50 mg) and the mixture was stirred in a hydrogen atmosphere for 15 minutes. The solvents were distilled off and the res idue was dissolved in a 1N aqueous solution of acetic acid. The resulting solution was purified with a high performance liquid chromatography (HPLC) under the same conditions as described in (3) to yield a powder of N-(N-4-amidinobenzoyl-β-phenyl-α,α-dimethyl-β-alanyl-4-piperidineacetic acid (47.5 mg, 89.9%). The obtained product was identified by NMR, MS and HPLC analyses to be the same compound as prepared by the solid phase method.

後処理

  1. distillationThe solvents were distilled off
  2. dissolutionthe res idue was dissolved in a 1N aqueous solution of acetic acid
  3. customThe resulting solution was purified with a high performance liquid chromatography (HPLC) under the same conditions

出典と根拠

ORDレコード
ord-a3f40aaa88104692bf62d25fccc98543
出典データセット
uspto-grants-1999_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05866592

反応ノート

読み込み中…

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