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

HRID 1080376ノート

反応式

HRID 1080376 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b3b359cee4614acc9ed20aa7c9d88e9e
出典データセット
uspto-grants-1996_12
特許番号
US05580979

反応ノート

読み込み中…