Nitrogen → 4-(((tert-Butyldimethylsilyl)oxy)methyl)-2-(2-methoxypropan-2-yl)oxazole

HRID 82821노트

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HRID 82821 반응식
N#N.[Si:3]([O:10][CH2:11][C:12]1[N:13]=[C:14]([C:17]([OH:20])([CH3:19])[CH3:18])[O:15][CH:16]=1)([C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:5])[CH3:4].[CH3:21]I>C(Cl)Cl>[Si:3]([O:10][CH2:11][C:12]1[N:13]=[C:14]([C:17]([O:20][CH3:21])([CH3:19])[CH3:18])[O:15][CH:16]=1)([C:6]([CH3:9])([CH3:7])[CH3:8])([CH3:5])[CH3:4]

참가 물질

5

반응물 3

HCID 947NitrogenHCID 6328Methyl iodideHCID 866982042-(4-(((tert-Butyldimethylsilyl)oxy)methyl)oxazol-2-yl)propan-2-ol

생성물 1

HCID 866982054-(((tert-Butyldimethylsilyl)oxy)methyl)-2-(2-methoxypropan-2-yl)oxazole

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
40 °C

실험 절차

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 2-(4-(((tert-butyldimethylsilyl)oxy)methyl)oxazol-2-yl)propan-2-ol (153 mg, 0.56 mmol) in CH2Cl2 (0.4 mL) was treated with MeI (0.08 mL, 1.35 mmol) followed by Ag2O (196 mg, 0.85 mmol). The resulting mixture (protected form light) was stirred overnight at 40° C. The reaction mixture was filtered and the solvent was removed under reduced pressure. Purification of the residue by FC (7:3 hept-EA) gave the title compound as an orange oil. TLC: rf (7:3 hept-EA)=0.40. LC-MS-conditions 07: tR=0.99 min, [M+H]+=286.20.

후처리

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent was removed under reduced pressure
  3. customPurification of the residue by FC (7:3 hept-EA)

출처 및 근거

ORD 기록
ord-63f0668deede40afaa680b78eb078207
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846733B2

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