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tert-Butanol → HCID 86750087, 화합물

HRID 1445269
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HRID 1445269 반응식
[CH2:1]([N:8]1[C:12](=[O:13])[CH:11]([CH3:14])[CH:10](C(O)=O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:25])C=CC=CC=1.C([N:37]([CH2:40]C)CC)C.[C:42]([OH:46])([CH3:45])([CH3:44])[CH3:43]>>[CH2:1]([N:8]1[CH2:9][C@H:10]([NH:37][C:40]([O:46][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:25])[C@H:11]([CH3:14])[C:12]1=[O:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 6386tert-ButanolHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 19354246(+/-)-1-Benzyl-4-methyl-5-oxo-3-pyrrolidinecarboxylic acid

생성물 1

HCID 86750087HCID 86750087, 화합물

실험 절차

Compound (43) (3.40 g), 4.45 g of diphenylphosphorylazide, 1.9 of triethylamine, and 50 ml of t-butyl alcohol were mixed and the mixture was heated under reflux for 12 hours. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in chloroform. The solution was washed successively with a 10% citric acid aqueous solution, a 2% sodium hydroxide aqueous solution, and water and dried over anhydrous sodium sulfate. The solvent was evaporated, and the residue was purified by silica gel column chromatography using chloroform-methanol (97.5:2.5 by volume) as an eluent to obtain 1.76 g of (±)-cis-1-benzyl-4-t-butoxycarbonylamino-3-methyl-2-oxopyrrolidine (44) as a colorless oil.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 12 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. dissolutionthe residue was dissolved in chloroform
  5. washThe solution was washed successively with a 10% citric acid aqueous solution
  6. dry with materiala 2% sodium hydroxide aqueous solution, and water and dried over anhydrous sodium sulfate
  7. customThe solvent was evaporated
  8. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-a5b2c1e8e02c4e9ab904963ce3a526b3
출처 데이터셋
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
USRE041149E1

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