N-(tert-butoxycarbonyl)-L-aspartic acid → (S)-tert-Butyl (2,5-dioxotetrahydrofuran-3-yl)carbamate

HRID 613218

反応式

HRID 613218 の反応式
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:14]([OH:16])=[O:15])[CH2:10][C:11]([OH:13])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2]>O1CCCC1>[C:1]([O:5][C:6]([NH:8][C@@H:9]1[C:14](=[O:15])[O:16][C:11](=[O:13])[CH2:10]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

参加物

3

反応物 1

HCID 99718N-(tert-butoxycarbonyl)-L-aspartic acid

生成物 1

HCID 13657126(S)-tert-Butyl (2,5-dioxotetrahydrofuran-3-yl)carbamate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 23.3 g N-t-butyloxycarbonyl-L-aspartic acid in 150 mL of tetrahydrofuran was added portionwise 20.6 g of N,N-dicyclohexyl-carbodiimide at 0° C. and overnight at room temperature. The precipitated dicyclohexyl urea was filtered off and all solvent was evaporated under reduced pressure. The oily residue was crystallized from acetone/hexane to give 18.24 g of anydride as white needles.

後処理

  1. customovernight
  2. customat room temperature
  3. filtrationThe precipitated dicyclohexyl urea was filtered off
  4. customall solvent was evaporated under reduced pressure
  5. customThe oily residue was crystallized from acetone/hexane
  6. customto give 18.24 g of anydride as white needles

出典と根拠

ORDレコード
ord-671e327625df43ec844fd6ebc60ff142
出典データセット
uspto-grants-1999_12
特許番号
US06008058

関連ノート

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