Hydrochloric Acid → (R-(R*,R*))-3-((o-Aminophenyl)thio)-3-(p-methoxyphenyl)lactic acid

HRID 1079301노트

반응식

HRID 1079301 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][C@H:9]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)[C@H:10]([OH:14])[C:11]([O-:13])=[O:12].C[C@H]([NH3+])C1C=CC=CC=1.Cl>O>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][C@H:9]([C:15]1[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=1)[C@H:10]([OH:14])[C:11]([OH:13])=[O:12]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 86750040(S)-alpha-Methylbenzylammonium (2R,3R)-3-[(aminophenyl)thio]-2-hydroxy-3-(4-methoxyphenyl) propionate

생성물 1

HCID 6451870(R-(R*,R*))-3-((o-Aminophenyl)thio)-3-(p-methoxyphenyl)lactic acid수율 80%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Dissolve the (-)-salt 4 (42.85 g, 97.26 mmol) in boiling water (430 mL). Add hot 1N HCl (98 mL). Reflux for 1 min. Cool the mixture in an ice-water bath and stir vigourously to precipitate. Check (and adjust if necessary) the pH of the solution to 5.0 (pH meter). Collect the solid by filtration. Wash with water and dry in vacuo at 40° C. to obtain the title compound 5 (24.85 g, 80%). m.p. 175°-176° C. [α]D23 -362.8° (1.2 DMF).

후처리

  1. temperatureReflux for 1 min
  2. temperatureCool the mixture in an ice-water bath
  3. customto precipitate
  4. customCollect the solid
  5. filtrationby filtration
  6. washWash with water
  7. customdry in vacuo at 40° C.

출처 및 근거

ORD 기록
ord-91f5817949094ac49a86750469c7a62c
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05580867

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