Sulfuric Acid → Acetic acid, [(1-methylethyl)thio][[(phenylmethoxy)carbonyl]amino]-

HRID 1080376노트

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HRID 1080376 반응식
O[CH:2]([C:14]([OH:16])=[O:15])[NH:3][C:4]([O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:5].[CH:17]([SH:20])([CH3:19])[CH3:18].OS(O)(=O)=O>C(O)(=O)C>[CH:17]([S:20][CH:2]([C:14]([OH:16])=[O:15])[NH:3][C:4]([O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:5])([CH3:19])[CH3:18]

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 63642-PropanethiolHCID 35095062-(((Benzyloxy)carbonyl)amino)-2-hydroxyacetic acid

생성물 1

HCID 11346620Acetic acid, [(1-methylethyl)thio][[(phenylmethoxy)carbonyl]amino]-수율 94%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

α-hydroxy-N-benzyloxycarbonylglycine 22A (5.57 g, 0.027 mol) of Example 1 was stirred with isopropylmercaptan (8.29 g, 0.11 mol) in glacial acetic acid (26.5 mL) at 0° C. Conc H2SO4 (0.27 mL) was added and the mixture stirred for 2 days at room temperature. The mixture was then poured into ice and the organic layer extracted with ethyl acetate. The ethyl acetate solution was washed with water, 5% NaHCO3, dried over MgSO4, solvent removed to give 22B in 94% yield. This was used without further purification.

후처리

  1. additionThe mixture was then poured into ice
  2. extractionthe organic layer extracted with ethyl acetate
  3. washThe ethyl acetate solution was washed with water, 5% NaHCO3
  4. dry with materialdried over MgSO4, solvent
  5. customremoved

출처 및 근거

ORD 기록
ord-b3b359cee4614acc9ed20aa7c9d88e9e
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05580979

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