Benzyl 3-(2-propionyloxy-4,6-dimethyl-5-(5,5-bis(diethylphosphoryl)pentyloxy)phenyl)propanoate → 3-(2-Propionyloxy-4,6-dimethyl-5-(5,5-bis(diethylphosphoryl)pentyloxy)phenyl)propanoic acid

HRID 39282

反応式

HRID 39282 の反応式
[C:1]([O:5][C:6]1[CH:11]=[C:10]([CH3:12])[C:9]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH:18]([P:25]([CH2:29][CH3:30])([CH2:27][CH3:28])=[O:26])[P:19]([CH2:23][CH3:24])([CH2:21][CH3:22])=[O:20])=[C:8]([CH3:31])[C:7]=1[CH2:32][CH2:33][C:34]([O:36]CC1C=CC=CC=1)=[O:35])(=[O:4])[CH2:2][CH3:3]>CO.[Pd]>[C:1]([O:5][C:6]1[CH:11]=[C:10]([CH3:12])[C:9]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH:18]([P:25]([CH2:29][CH3:30])([CH2:27][CH3:28])=[O:26])[P:19]([CH2:23][CH3:24])([CH2:21][CH3:22])=[O:20])=[C:8]([CH3:31])[C:7]=1[CH2:32][CH2:33][C:34]([OH:36])=[O:35])(=[O:4])[CH2:2][CH3:3]

参加物

4

反応物 1

HCID 86655582Benzyl 3-(2-propionyloxy-4,6-dimethyl-5-(5,5-bis(diethylphosphoryl)pentyloxy)phenyl)propanoate

生成物 1

HCID 866555813-(2-Propionyloxy-4,6-dimethyl-5-(5,5-bis(diethylphosphoryl)pentyloxy)phenyl)propanoic acid収率 102%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

Compound 133 (815 mg, 1.17 mmol) was dissolved in MeOH (10 mL) and stirred with Pd/C (400 mg, 49%) under H2 (1 atm) for 8 hr. The catalyst was filtered off and the solvent removed under reduced pressure resulting in the crude colourless liquid 134 (650 mg, 92%), which was used without purification: 1H NMR (400 MHz, CDCl3) δ 1.27 (t, J=7.5, 3H), 1.33 (t, J=7.2, 6H), 1.34 (t, J=7.2, 6H), 1.73-1.79 (m, 4H), 1.92-2.06 (m, 2H), 2.22 (s, 3H), 2.24 (s, 3H), 2.36 (tt, J=6.2, 24.3, 1H), 2.44-2.48 (m, 2H), 2.59 (q, J=7.7, 2H), 2.80-2.83 (m, 2H), 3.73 (t, J=6.1, 2H), 4.13-4.22 (m, 8H), 6.69 (s, 1H): 31P (162 MHz, CDCl3) δ 25.03 (s, 2P).

後処理

  1. filtrationThe catalyst was filtered off
  2. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-8944dc333ab4447a9c699c77b1dc7552
出典データセット
uspto-grants-2013_09
特許番号
US08524691B2

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