Acetonitrile → tert-butyl glycyl-D-valinate hydrochloride

HRID 254073ノート

反応式

HRID 254073 の反応式
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]

参加物

6

反応物 3

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

生成物 1

HCID 86613090tert-butyl glycyl-D-valinate hydrochloride収率 81%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-b09358493a0f4e55aa3151d2c0ad9d7e
出典データセット
uspto-grants-2011_01
特許番号
US07871998B2

反応ノート

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