Benzene → Racemic cis-1,3-dibenzyl-5-isopropoxycarbonyl-2-oxoimidazolidine-4-carboxylic acid

HRID 2413390ノート

反応式

HRID 2413390 の反応式
[CH2:1]([N:8]1[C@H:12]2[C:13]([O:15][C:16](=[O:17])[C@H:11]2[N:10]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:9]1=[O:25])=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1C=CC=CC=1.[CH:32]([OH:35])([CH3:34])[CH3:33]>>[CH2:1]([N:8]1[C@H:12]([C:13]([O:35][CH:32]([CH3:34])[CH3:33])=[O:14])[C@H:11]([C:16]([OH:15])=[O:17])[N:10]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:9]1=[O:25])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 3

HCID 241BenzeneHCID 3776IsopropanolHCID 106168311H-Furo(3,4-d)imidazole-2,4,6(3H)-trione, dihydro-1,3-bis(phenylmethyl)-, (3aR,6aS)-rel-

生成物 1

HCID 13338175Racemic cis-1,3-dibenzyl-5-isopropoxycarbonyl-2-oxoimidazolidine-4-carboxylic acid収率 48.5%

実験手順

A mixture of cis-1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid anhydride (16.8 g), benzene (230 ml) and isopropanol (5.50 g) was refluxed for 10 hours. A part (about 150 ml) of the reaction mixture was concentrated under reduced pressure. The residue was stirred with n-hexane (30 ml) at room temperature for 5 hours. Crystals produced were filtered and dried to yield racemic cis-1,3-dibenzyl-5-isopropoxycarbonyl-2-oxoimidazolidine-4-carboxylic acid (9.61 g). M.P., 108°-109° C.

後処理

  1. temperaturewas refluxed for 10 hours
  2. concentrationA part (about 150 ml) of the reaction mixture was concentrated under reduced pressure
  3. customCrystals produced
  4. filtrationwere filtered
  5. customdried

出典と根拠

ORDレコード
ord-dbc375aef350427f88eab3186615112d
出典データセット
uspto-grants-1985_01
特許番号
US04496739

反応ノート

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