3-{4-[3-oxo-3-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalen-4-yl)-propenyl]-phenyl}-propionic acid → 3-{4-[3-oxo-3-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalen-4-yl)-propyl]-phenyl}-propionic acid

HRID 2261443ノート

反応式

HRID 2261443 の反応式
[O:1]=[C:2]([C:16]1[S:23][C:22]([CH3:24])=[C:21]2[C:17]=1[CH2:18][C@H:19]1[C:25]([CH3:27])([CH3:26])[C@H:20]12)[CH:3]=[CH:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[CH:7][CH:6]=1>C(O)C.[Pd]>[O:1]=[C:2]([C:16]1[S:23][C:22]([CH3:24])=[C:21]2[C:17]=1[CH2:18][C@H:19]1[C:25]([CH3:27])([CH3:26])[C@H:20]12)[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[CH:7][CH:6]=1

参加物

4

反応物 1

HCID 674150403-{4-[3-oxo-3-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalen-4-yl)-propenyl]-phenyl}-propionic acid

生成物 1

HCID 674157373-{4-[3-oxo-3-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalen-4-yl)-propyl]-phenyl}-propionic acid収率 98%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A mixture of 3-{4-[3-oxo-3-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalen-4-yl)-propenyl]-phenyl}-propionic acid (121 mg, 0.32 mmol), Pd/C (40 mg, 10% Pd) in ethanol (8 mL) is stirred at rt under 1 bar H2. The reaction mixture is filtered, the filtrate is evaporated to give 3-{4-[3-oxo-3-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalen-4-yl)-propyl]-phenyl}-propionic acid (120 mg) as a pale yellow oil; LC-MS: tR=1.07 min, [M+1]+=383.17.

後処理

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated

出典と根拠

ORDレコード
ord-077cb4a7a5254c1c843e499d58aa54a8
出典データセット
uspto-grants-2010_12
特許番号
US07846964B2

反応ノート

読み込み中…