Water → alpha-t-Butyloxycarbonylamino-alpha-[2-(chloroacetamido)thiazol-4-yl]acetic acid ethyl ester

HRID 223628ノート

反応式

HRID 223628 の反応式
[CH2:1]([O:3][C:4](=[O:20])[CH:5]([NH:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[C:6]1[N:7]=[C:8]([NH2:11])[S:9][CH:10]=1)[CH3:2].[Cl:21][CH2:22][C:23](Cl)=[O:24].O>CN(C)C(=O)C>[CH2:1]([O:3][C:4](=[O:20])[CH:5]([NH:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[C:6]1[N:7]=[C:8]([NH:11][C:23](=[O:24])[CH2:22][Cl:21])[S:9][CH:10]=1)[CH3:2]

参加物

5

反応物 3

HCID 962WaterHCID 6577Chloroacetyl chlorideHCID 12763199alpha-t-Butyloxycarbonylamino-alpha-(2-aminothiazol-4-yl)acetic acid ethyl ester

生成物 1

HCID 12763202alpha-t-Butyloxycarbonylamino-alpha-[2-(chloroacetamido)thiazol-4-yl]acetic acid ethyl ester収率 90.8%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

To a solution of 1.26 g of α-t-butyloxycarbonylamino-α-(2-aminothiazol-4-yl)acetic acid ethyl ester in 5 ml of N,N-dimethylacetamide is added 708 mg of chloroacetyl chloride under stirring. After the stirring for further 1 hour at room temperature, the reaction solution is poured into water and extracted with ethyl acetate. The organic layer is washed with saturated sodium bicarbonate aq. solution and then water and dried over anhydrous magnesium sulfate. The distillation of the solvent gives 1.435 g of α-t-butyloxycarbonylamino-α-[2-(chloroacetamido)thiazol-4-yl]acetic acid ethyl ester as crystals (yield, 90.8%). Melting point: 192°-193° C.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer is washed with saturated sodium bicarbonate aq. solution
  3. dry with materialwater and dried over anhydrous magnesium sulfate
  4. distillationThe distillation of the solvent
  5. customgives

出典と根拠

ORDレコード
ord-048d96ea09974d35b07d799a12f03db9
出典データセット
uspto-grants-1982_10
特許番号
US04355160

反応ノート

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