Triphenylphosphine → tert-butyl(2S,3S)-2-(2,4-dioxo-3-{[2-(3-pyridinyl)-1,3-thiazol-4-yl]methyl}-1-imidazolidinyl)-3-methylpentanoate

HRID 1174211노트

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HRID 1174211 반응식
[O:1]=[C:2]1[NH:6][C:5](=[O:7])[CH2:4][N:3]1[C@@H:8]([C@@H:16]([CH3:19])[CH2:17][CH3:18])[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10].[N:20]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]2[S:27][CH:28]=[C:29]([CH2:31]O)[N:30]=2)[CH:21]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>ClCCl.O>[O:1]=[C:2]1[N:6]([CH2:31][C:29]2[N:30]=[C:26]([C:22]3[CH:21]=[N:20][CH:25]=[CH:24][CH:23]=3)[S:27][CH:28]=2)[C:5](=[O:7])[CH2:4][N:3]1[C@@H:8]([C@@H:16]([CH3:19])[CH2:17][CH3:18])[C:9]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:10]

참가 물질

7

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 4961264(2-Pyridin-3-yl-1,3-thiazol-4-yl)methanolHCID 66891458tert-butyl(2S,3S)-2-(2,4-dioxo-1-imidazolidinyl)-3-methylpentanoate

생성물 1

HCID 67406421tert-butyl(2S,3S)-2-(2,4-dioxo-3-{[2-(3-pyridinyl)-1,3-thiazol-4-yl]methyl}-1-imidazolidinyl)-3-methylpentanoate

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

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온도
25 °C

실험 절차

A solution containing the product from Example 36C (0.081 g, 0.30 mmol) in dichloromethane (2 mL) at 0° C. was treated with the product from Example 57A (0.063 g, 0.33 mmol), triphenylphosphine (0.103 g, 0.39 mmol), followed by diethyl azodicarboxylate (0.061 mL, 0.39 mmol), stirred at 25° C. for 16 hours. Water (3 mL) was added and the reaction was stirred for 2 hours at 25° C. The reaction mixture was partitioned between dichloromethane and water, and the organic phase was washed with brine and dried over MgSO4, filtered and concentrated, to give the crude product, which was used without further purification.

후처리

  1. stirringthe reaction was stirred for 2 hours at 25° C
  2. customThe reaction mixture was partitioned between dichloromethane and water
  3. washthe organic phase was washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-690d83dfd2294cdcbdd09e5a13bd933e
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834043B2

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