Water → HCID 86756334, 화합물

HRID 567940노트

반응식

HRID 567940 반응식
C([O:8]C([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][C@@H:16]([C:22]([NH:24][CH2:25][C@@H:26]([C:48]([OH:50])=[O:49])[CH2:27][C:28]1([C:33]([NH:35][C@H:36]([C:45]([OH:47])=[O:46])[CH2:37][C:38]2[CH:43]=[CH:42][C:41]([OH:44])=[CH:40][CH:39]=2)=[O:34])[CH2:32][CH2:31][CH2:30][CH2:29]1)=[O:23])[NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=O)C1C=CC=CC=1.O>C(OCC)(=O)C.[Pd]>[OH2:8].[C:48]([C@H:26]([CH2:25][NH:24][C:22](=[O:23])[C@H:16]([CH2:15][CH2:14][CH2:13][CH2:12][NH2:11])[NH:17][S:18]([CH3:21])(=[O:20])=[O:19])[CH2:27][C:28]1([C:33]([NH:35][C@H:36]([C:45]([OH:47])=[O:46])[CH2:37][C:38]2[CH:43]=[CH:42][C:41]([OH:44])=[CH:40][CH:39]=2)=[O:34])[CH2:32][CH2:31][CH2:30][CH2:29]1)([OH:50])=[O:49]

참가 물질

5

반응물 2

HCID 962WaterHCID 86756336HCID 86756336, 화합물

생성물 1

HCID 86756334HCID 86756334, 화합물수율 60.5%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

A solution of (S,S,S)-N-(1-[3-(N6-benzyloxycarbonyl-N2-mesyllysylamino)-2-carboxypropyl]-1-cyclopentylcarbonyl)tyrosine (see Preparation 9) (351 g) in ethyl acetate (1300 ml) was added to water (385 ml) and the two phase mixture hydrogenated at 414 kPa (60 psi) and room temperature over a 5% palladium-on-carbon catalyst (35 g) for 20 hours. The catalyst was filtered off, the aqueous phase separated and concentrated to low volume under reduced pressure. The viscous solution was poured into methanol (2.85 l) and stirred at room temperature for 18 hours during which time there was a slow precipitation of a solid. The solid was granulated at 5-10° C. for 2 hours, filtered, washed with methanol and dried to give the title compound as a white solid (178.1 g), m.p. 168-171° C. Found: C,51.37; H,7.47; N,9.06. C26H40N4O9S.χH2O (where χ=1) requires: C,51.81; H,7.02; N,9.30%.

후처리

  1. filtrationThe catalyst was filtered off
  2. customthe aqueous phase separated
  3. concentrationconcentrated to low volume under reduced pressure
  4. additionThe viscous solution was poured into methanol (2.85 l)
  5. customa slow precipitation of a solid
  6. waitThe solid was granulated at 5-10° C. for 2 hours
  7. filtrationfiltered
  8. washwashed with methanol
  9. customdried

출처 및 근거

ORD 기록
ord-7d4153be13024888adf9f2e9d89677f9
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06180665B2

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