2,4-Dioxo-3-(4-phenylbutyl)-3,9-diaza-bicyclo[3.3.1]nonane-9-carboxylic Acid Benzyl Ester → 3-(4-Phenylbutyl)-3,9-diaza-bicyclo[3.3.1]nonane-2,4-dione

HRID 987087ノート

反応式

HRID 987087 の反応式
C(OC([N:11]1[CH:16]2[CH2:17][CH2:18][CH2:19][CH:12]1[C:13](=[O:31])[N:14]([CH2:21][CH2:22][CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:15]2=[O:20])=O)C1C=CC=CC=1.[H][H]>C1COCC1.[Pd]>[C:25]1([CH2:24][CH2:23][CH2:22][CH2:21][N:14]2[C:15](=[O:20])[CH:16]3[NH:11][CH:12]([CH2:19][CH2:18][CH2:17]3)[C:13]2=[O:31])[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

参加物

5

反応物 2

HCID 537413262,4-Dioxo-3-(4-phenylbutyl)-3,9-diaza-bicyclo[3.3.1]nonane-9-carboxylic Acid Benzyl Ester2 回HCID 178418361HCID 178418361、化合物

生成物 1

HCID 229879053-(4-Phenylbutyl)-3,9-diaza-bicyclo[3.3.1]nonane-2,4-dione収率 92.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

2,4-Dioxo-3-(4-phenylbutyl)-3,9-diaza-bicyclo[3.3.1]nonane-9-carboxylic acid benzyl ester (Compound 13, 0.57 g, 1.36 mmol) was dissolved in THF (3 mL), and 10% palladium on activated carbon (0.12 g) was added. Hydrogen was applied via balloon for 1 hour. The black suspension was then filtered through compacted Celite, and the THF was removed by high-vacuum rotary evaporator to give Compound 14 (0.36 g, 92%) as a thick oil, which was of sufficiently good quality to be advanced to the next step without further purification.

後処理

  1. filtrationThe black suspension was then filtered
  2. customthe THF was removed by high-vacuum rotary evaporator

出典と根拠

ORDレコード
ord-bce372b42ea744fd83e0f4949e6387d1
出典データセット
uspto-grants-2003_10
特許番号
US06630472B1

反応ノート

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