alpha-t-Butyloxycarbonylamino-alpha-[2-(trichloroethoxycarbonylamino)thiazol-4-yl)acetic acid ethyl ester → alpha-t-Butyloxycarbonylamino-alpha-(2-aminothiazol-4-yl)acetic acid ethyl ester

HRID 223627노트

반응식

HRID 223627 반응식
[CH2:1]([O:3][C:4](=[O:28])[CH:5]([NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[C:6]1[N:7]=[C:8]([NH:11]C(OCC(Cl)(Cl)Cl)=O)[S:9][CH:10]=1)[CH3:2]>C(O)=O.[Zn]>[CH2:1]([O:3][C:4](=[O:28])[CH:5]([NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[C:6]1[N:7]=[C:8]([NH2:11])[S:9][CH:10]=1)[CH3:2]

참가 물질

4

반응물 1

HCID 12763205alpha-t-Butyloxycarbonylamino-alpha-[2-(trichloroethoxycarbonylamino)thiazol-4-yl)acetic acid ethyl ester

생성물 1

HCID 12763199alpha-t-Butyloxycarbonylamino-alpha-(2-aminothiazol-4-yl)acetic acid ethyl ester수율 71.2%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 284Formic Acid용매

실험 절차

To a solution of 2.80 g of α-t-butyloxycarbonylamino-α-[2-(trichloroethoxycarbonylamino)thiazol-4-yl]acetic acid ethyl ester in 60 ml of 90% formic acid is added 2.80 g of zinc dust under cooling and stirring. The mixture is stirred for 1 hour and zinc dust is filtered off. The filtrate is poured into water and the resultant solution is 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 1.26 g (yield, 71.2%) of α-t-butyloxycarbonylamino-α-(2-aminothiazol-4-yl)acetic acid ethyl ester as crystals. Melting point: 143°-144° C.

후처리

  1. temperatureunder cooling
  2. stirringThe mixture is stirred for 1 hour
  3. filtrationzinc dust is filtered off
  4. additionThe filtrate is poured into water
  5. extractionthe resultant solution is extracted with ethyl acetate
  6. washThe organic layer is washed with saturated sodium bicarbonate aq. solution
  7. dry with materialwater, and dried over anhydrous magnesium sulfate
  8. distillationThe distillation of the solvent

출처 및 근거

ORD 기록
ord-8be70d82d1ec42db8d509e07e4d2bfeb
출처 데이터셋
uspto-grants-1982_10
특허 번호
US04355160

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