Methyl iodide → HCID 15092375, 화합물

HRID 1504842노트

반응식

HRID 1504842 반응식
[CH2:1]([O:8][C:9]([NH:11][CH2:12][C@@H:13]([C:22]([OH:24])=[O:23])[NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:25](=O)([O-])[O-].[K+].[K+].CI>CS(C)=O>[CH2:1]([O:8][C:9]([NH:11][CH2:12][C@@H:13]([C:22]([O:24][CH3:25])=[O:23])[NH:14][C:15]([O:17][C:18]([CH3:20])([CH3:21])[CH3:19])=[O:16])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 2755950Boc-dap(Z)-OH

생성물 1

HCID 15092375HCID 15092375, 화합물

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

A mixture of 3-{[(benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)alanine (100 g, 0.29 mol), potassium carbonate (82 g, 0.59 mol) and methyl iodide (42 g, 0.29 mol) in DMSO (1200 mL) was stirred at room temperature. After 12 hours, the reaction mixture was extracted with ethyl acetate, and the organics were separated and concentrated under reduced pressure. The residue was purified by chromatography on silica gel to give methyl 3-{[(benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)alaninate. MS ESI calc'd. for C17H25N2O6 [M+H]+ 353. found 353. 1H NMR (400 MHz, CDCl3) δ 7.36-7.33 (m, 5H), 5.09 (s, 2H), 4.34-4.30 (m, 1H), 3.74 (s, 2H), 3.59 (t, J=6.0 Hz, 2H), 2.62 (s, 3H), 1.44 (s, 9H).

후처리

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. customthe organics were separated
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-a645d5363d924632882a740fa7a93c2f
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09216173B2

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