Triethylamine → Methyl 2-({[4-(2,3-butadienyloxy)phenyl]sulfonyl}amino)-3-methylbutanoate

HRID 1180541노트

반응식

HRID 1180541 반응식
Cl.[CH3:2][O:3][C:4](=[O:10])[CH:5]([CH:7]([CH3:9])[CH3:8])[NH2:6].C(N(CC)CC)C.[CH2:18]([O:22][C:23]1[CH:28]=[CH:27][C:26]([S:29](Cl)(=[O:31])=[O:30])=[CH:25][CH:24]=1)[CH:19]=[C:20]=[CH2:21]>>[CH2:18]([O:22][C:23]1[CH:28]=[CH:27][C:26]([S:29]([NH:6][CH:5]([CH:7]([CH3:9])[CH3:8])[C:4]([O:3][CH3:2])=[O:10])(=[O:31])=[O:30])=[CH:25][CH:24]=1)[CH:19]=[C:20]=[CH2:21]

참가 물질

4

반응물 3

HCID 8471TriethylamineHCID 12498813Valine, methyl ester, hydrochloride (1:1)HCID 552804204-(2,3-Butadienyloxy)benzenesulfonyl chloride

생성물 1

HCID 85826249Methyl 2-({[4-(2,3-butadienyloxy)phenyl]sulfonyl}amino)-3-methylbutanoate수율 87.6%

실험 절차

To a solution of DL-valine methyl ester hydrochloride (527 mg, 3.15 mmol) was added triethylamine (579 mg, 5.72 mmol) followed by product from Example 5 (700 mg, 2.86 mmol) and the resulting mixture was stirred for 10 hours at room temperature. The solvent was removed in vacuo and the residue was partitioned between water and ethyl acetate. The organic layer was washed with 1N hydrochloric acid, saturated sodium bicarbonate, saturated sodium chloride and dried over anhydrous sodium sulfate. Removal of the solvent in vacuo gave 850 mg (87%) of the product as a solid.

후처리

  1. customThe solvent was removed in vacuo
  2. customthe residue was partitioned between water and ethyl acetate
  3. washThe organic layer was washed with 1N hydrochloric acid, saturated sodium bicarbonate, saturated sodium chloride
  4. dry with materialdried over anhydrous sodium sulfate
  5. customRemoval of the solvent in vacuo

출처 및 근거

ORD 기록
ord-c23d0fd5a7bc4c85a7f87e353f65a5f8
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07282496B2

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