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

HRID 613218

반응식

HRID 613218 반응식
[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]

참가 물질

3

반응물 1

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-671e327625df43ec844fd6ebc60ff142
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06008058

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