Hydrochloric Acid → HCID 12915688, 화합물

HRID 223705

반응식

HRID 223705 반응식
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[NH:12][C@H:11]([C:13]([OH:15])=[O:14])[CH2:10][S:9]1.C(N(CC)CC)C.[C:23]([S:31][CH2:32][CH2:33][C:34](Cl)=[O:35])(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.Cl>CC(C)=O.CCOCC>[C:23]([S:31][CH2:32][CH2:33][C:34]([N:12]1[C@H:11]([C:13]([OH:15])=[O:14])[CH2:10][S:9][CH:8]1[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[OH:1])=[O:35])(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 2825745(4R)-2-(2-hydroxyphenyl)-1,3-thiazolidine-4-carboxylic acidHCID 13013918HCID 13013918, 화합물

생성물 1

HCID 12915688HCID 12915688, 화합물

시약·촉매·용매 2

HCID 180Acetone용매HCID 3283Diethyl Ether용매

실험 절차

11.3 g of (4R)-2-(2-hydroxyphenyl)-4-thiazolidinecarboxylic acid and 13.2 g of triethylamine are dissolved in 200 ml of dehydrated acetone and 11.7 g of S-benzoyl-3-mercaptopropanoyl chloride is added dropwise while stirring under ice-cooling. After the addition, the mixture is stirred under ice-cooling for 1 hour. 4 N Hydrochloric acid in ether is added to this mixture and the precipitate is filtered. The filtrate is concentrated in vacuo and the obtained oil is dissolved in ethyl acetate, washed with 2 N hydrochloric acid and saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated to dryness in vacuo to give the titled compound, yield 12 g (58%), mp. 100.5°-101° C. (dec.) (ethyl acetatebenzene), [α]D26 +130.8° (c=1.0, methanol).

후처리

  1. temperaturecooling
  2. additionAfter the addition
  3. stirringthe mixture is stirred under ice-
  4. temperaturecooling for 1 hour
  5. filtrationthe precipitate is filtered
  6. concentrationThe filtrate is concentrated in vacuo
  7. dissolutionthe obtained oil is dissolved in ethyl acetate
  8. washwashed with 2 N hydrochloric acid and saturated sodium chloride solution
  9. dry with materialdried over anhydrous sodium sulfate
  10. concentrationconcentrated to dryness in vacuo

출처 및 근거

ORD 기록
ord-f17ad56466724b708907331eafcc099d
출처 데이터셋
uspto-grants-1982_10
특허 번호
US04356183

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