methoxymethyl (4R)-3-benzoyl-1,1-dioxothiazolidine-4-carboxylate → (4R)-3-Benzoyl-1,1-dioxothiazolidine-4-carboxylic acid

HRID 1200144노트

반응식

HRID 1200144 반응식
[C:1]([N:9]1[C@H:13]([C:14]([O:16]COC)=[O:15])[CH2:12][S:11](=[O:21])(=[O:20])[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>FC(F)(F)C(O)=O.O>[C:1]([N:9]1[C@H:13]([C:14]([OH:16])=[O:15])[CH2:12][S:11](=[O:20])(=[O:21])[CH2:10]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 1

HCID 13986806methoxymethyl (4R)-3-benzoyl-1,1-dioxothiazolidine-4-carboxylate

생성물 1

HCID 13986804(4R)-3-Benzoyl-1,1-dioxothiazolidine-4-carboxylic acid수율 80.3%

시약·촉매·용매 2

HCID 962Water용매HCID 6422Trifluoroacetic acid용매

실험 절차

31.3 g of methoxymethyl (4R)-3-benzoyl-1,1-dioxothiazolidine-4-carboxylate (prepared as described in Preparation 11) were dissolved in 200 ml of a 1:1 by volume mixture of trifluoroacetic acid and water, and then the mixture was stirred at room temperature for 1 hour. The reaction mixture was then concentrated by evaporation under reduced pressure to leave crystals. These crystals were washed with 150 ml of water and then recrystallized from ethyl acetate to give 21.6 g (80.3%) of the title compound in the form of colorless needles melting at 175°-176° C.

후처리

  1. concentrationThe reaction mixture was then concentrated by evaporation under reduced pressure
  2. customto leave crystals
  3. washThese crystals were washed with 150 ml of water
  4. customrecrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-559435ee05324a07adffa8734ea68131
출처 데이터셋
uspto-grants-1990_02
특허 번호
US04904680

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