Dicyclohexylcarbodiimide → 8-Benzyl-3-oxa-8-azabicyclo[3.2.1]octane-2,4-dione

HRID 1743698ノート

反応式

HRID 1743698 の反応式
[CH2:1]([N:8]1[C@H:12]([C:13]([OH:15])=O)[CH2:11][CH2:10][C@@H:9]1[C:16]([OH:18])=[O:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(N=C=NC2CCCCC2)CCCCC1>C1COCC1>[CH2:1]([N:8]1[CH:9]2[CH2:10][CH2:11][CH:12]1[C:13](=[O:15])[O:18][C:16]2=[O:17])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 10868DicyclohexylcarbodiimideHCID 26202186rac-(2R,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid

生成物 1

HCID 222355968-Benzyl-3-oxa-8-azabicyclo[3.2.1]octane-2,4-dione

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of cis-1-benzyl-2,5-pyrrolidinedicarboxylic acid (60 g, 0.24 mol; from Preparation A, step (c) above) and dicyclohexylcarbodiimide (49.7 g, 0.24 mol) in THF (1.2 L) was heated at reflux for 18 hours. The reaction was cooled and filtered to remove the urea by-product. The filtrate was concentrated in vacuo to afford a dark brown viscous oil which was used in the next step without further purification.

後処理

  1. temperatureat reflux for 18 hours
  2. temperatureThe reaction was cooled
  3. filtrationfiltered
  4. customto remove the urea by-product
  5. concentrationThe filtrate was concentrated in vacuo
  6. customto afford a dark brown viscous oil which
  7. customwas used in the next step without further purification

出典と根拠

ORDレコード
ord-f7984d0f1a1c48c9b6f1dc53df2c21e7
出典データセット
uspto-grants-2006_03
特許番号
US07012074B2

反応ノート

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