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1-Butanol → Boc-N-Me-Phe-OH

HRID 443921
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HRID 443921 반응식
[NH:1]([CH3:13])[C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(O)CCC.[OH-].[Na+].C(O[C:26](=[O:32])[O:27][C:28]([CH3:31])([CH3:30])[CH3:29])(C)(C)C>O>[CH3:31][C:28]([O:27][C:26]([N:1]([C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH3:13])=[O:32])([CH3:29])[CH3:30]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 2631-ButanolHCID 14798Sodium HydroxideHCID 6951135N-MethylphenylalanineHCID 10219638Carbonic acid, bis(1,1-dimethylethyl) ester

생성물 1

HCID 7010602Boc-N-Me-Phe-OH

시약·촉매·용매 1

HCID 962Water용매

실험 절차

3.6 g of H-MePhe-OH are dissolved in a mixture of ter.-butanol, 25 ml of 10% aqueous KHCO3 solution and 5 ml of 4 N sodium hydroxide. 8 ml of di-tert.-butylcarbonate are added and the mixture stirred for 2 days at room temperature. The reaction mixture is diluted with ca. 100 ml of water and extracted with ether. The aqueous phase is acidified, with stirring to pH 2. The precipitated product is extracted with acetic acid, the extract washed with water and dried over Na2SO4. The liquid is evaporated and the product crystallised from ether/petroleum ether to yield Boc-MePHe-OH. M.P. 87°.

후처리

  1. extractionextracted with ether
  2. stirringwith stirring to pH 2
  3. extractionThe precipitated product is extracted with acetic acid
  4. washthe extract washed with water
  5. dry with materialdried over Na2SO4
  6. customThe liquid is evaporated
  7. customthe product crystallised from ether/petroleum ether

출처 및 근거

ORD 기록
ord-96ee78c924034d5a92685256586e1f57
출처 데이터셋
uspto-grants-1981_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04261888

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