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Phthalaldehyde → 2-(2R)-(4-Chlorobiphenylsulfonylamino)-5-(1-oxo-1,3-dihydro-isoindol-2-yl) pentanoic acid

HRID 277171
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HRID 277171 반응식
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([S:15]([NH:18][C@H:19]([CH2:23][CH2:24][CH2:25][NH2:26])[C:20]([OH:22])=[O:21])(=[O:17])=[O:16])[C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:7][CH:8]=1.[CH:27](=O)[C:28]1[C:29](=[CH:32][CH:33]=[CH:34][CH:35]=1)[CH:30]=[O:31]>C(O)(=O)C>[Cl:2][C:3]1[CH:4]=[C:5]([S:15]([NH:18][C@H:19]([CH2:23][CH2:24][CH2:25][N:26]2[CH2:27][C:28]3[C:29](=[CH:32][CH:33]=[CH:34][CH:35]=3)[C:30]2=[O:31])[C:20]([OH:22])=[O:21])(=[O:17])=[O:16])[C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:7][CH:8]=1
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참가 물질

4

반응물 2

HCID 4807PhthalaldehydeHCID 700635182-(2R)-(4-chlorobiphenylsulfonylamino)-5-amino-pentanoic acid hydrochloride

생성물 1

HCID 186827332-(2R)-(4-Chlorobiphenylsulfonylamino)-5-(1-oxo-1,3-dihydro-isoindol-2-yl) pentanoic acid

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
100 °C

실험 절차

0.32 g (0.76 mmol) of 2-(2R)-(4-chlorobiphenylsulfonylamino)-5-amino-pentanoic acid hydrochloride is dissolved in 30 ml of glacial acetic acid with 0.186 g (1.35 mmol) of phthalaldehyde and stirred at 100° C. for 3 hours. The solution is cooled to 0° C., and the precipitate which is deposited is filtered off with suction and chromatographed on a silica gel column (eluent: ethyl acetate/petroleum ether/glacial acetic acid 10/10/2).

후처리

  1. temperatureThe solution is cooled to 0° C.
  2. filtrationthe precipitate which is deposited is filtered off with suction
  3. customchromatographed on a silica gel column (eluent: ethyl acetate/petroleum ether/glacial acetic acid 10/10/2)

출처 및 근거

ORD 기록
ord-5c33ebce0a094670b3bde37bb97a650e
출처 데이터셋
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06355673B1

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