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

HRID 1743698노트

반응식

HRID 1743698 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f7984d0f1a1c48c9b6f1dc53df2c21e7
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07012074B2

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