Acetonitrile → tert-butyl glycyl-D-valinate hydrochloride

HRID 254073노트

반응식

HRID 254073 반응식
C(OC([NH:11][CH2:12][C:13]([NH:15][C@@H:16]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH:17]([CH3:19])[CH3:18])=[O:14])=O)C1C=CC=CC=1.CC#N.[ClH:30].N1C=CC=CC=1>CCO.[Pd]>[ClH:30].[NH2:11][CH2:12][C:13]([NH:15][C@@H:16]([C:20]([O:22][C:23]([CH3:25])([CH3:24])[CH3:26])=[O:21])[CH:17]([CH3:19])[CH3:18])=[O:14]

참가 물질

6

반응물 3

HCID 6342AcetonitrileHCID 10176127Pyridinium chlorideHCID 66843039tert-butyl N-[(benzyloxy)carbonyl]glycyl-D-valinate

생성물 1

HCID 86613090tert-butyl glycyl-D-valinate hydrochloride수율 81%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

tert-Butyl N-[(benzyloxy)carbonyl]glycyl-D-valinate (3.89 g, 10.7 mmol) and Pd on charcoal (95%, 0.3 g) were mixed in EtOH (95%, 80 ml) and stirred under H2-atmosphere for 2 h. The mixture was filtered through Celite 521 and the solvent was evaporated under reduced pressure. MeCN (25 ml) and pyridine hydrochloride (1.25 g, 10.8 mmol) were added. The solvent was evaporated under reduced pressure to give 2.3 g (81%) of the title product. NMR (500 MHz, CD3COOD) 0.96-1.01 (m, 6H), 1.49 (s, 9H), 2.13-2.23 (m 1H), 3.76 (AB, 2H), 4.28-4.33 (m, 1H).

후처리

  1. filtrationThe mixture was filtered through Celite 521
  2. customthe solvent was evaporated under reduced pressure
  3. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-b09358493a0f4e55aa3151d2c0ad9d7e
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07871998B2

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