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Sodium hydride → (R)-tert-butyl 4-(2-methoxy-2-oxoethyl)-5-oxo-3-phenyl-8,11-dioxa-1,4-diazaspiro[5.6]dodecane-1-carboxylate

HRID 1615749
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HRID 1615749 반응식
[H-].[Na+].[O:3]=[C:4]1[C:9]2([CH2:15][O:14][CH2:13][CH2:12][O:11][CH2:10]2)[N:8]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:7][C@@H:6]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[NH:5]1.Br[CH2:30][C:31]([O:33][CH3:34])=[O:32]>CN(C=O)C>[CH3:34][O:33][C:31](=[O:32])[CH2:30][N:5]1[C:4](=[O:3])[C:9]2([CH2:15][O:14][CH2:13][CH2:12][O:11][CH2:10]2)[N:8]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:7][C@H:6]1[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1
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참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 60984Methyl bromoacetateHCID 68154046(3R)-tert-butyl 5-oxo-3-phenyl-8,11-dioxa-1,4-diazaspiro[5.6]dodecane-1-carboxylate

생성물 1

HCID 68154106(R)-tert-butyl 4-(2-methoxy-2-oxoethyl)-5-oxo-3-phenyl-8,11-dioxa-1,4-diazaspiro[5.6]dodecane-1-carboxylate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

24 mg (0.55 mmol) sodium hydride were added to 0.18 g (0.5 mmol) (3R)-tert-butyl 5-oxo-3-phenyl-8,11-dioxa-1,4-diazaspiro[5.6]dodecane-1-carboxylate in 3 ml DMF. After 5 min at RT 54 μl (0.91 mmol) methyl bromoacetate were added and then the reaction mixture was stirred for 1 h at RT. The reaction was poured onto ice water and extracted with ethyl acetate. The organic phase was washed with water, dried and evaporated down.

후처리

  1. additionThe reaction was poured onto ice water
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed with water
  4. customdried
  5. customevaporated down

출처 및 근거

ORD 기록
ord-0f0d64bfe2e544faba0941bc391dc113
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08765763B2

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