Methyl (4S)-4-[(tert-butoxycarbonyl)amino]-1-(1-hydroxy-1-methylethyl)cyclopent-2-ene-1-carboxylate → methyl (3S)-3-[(tert-butoxycarbonyl)amino]-1-(1-hydroxy-1-methylethyl)cyclopentanecarboxylate

HRID 1436807ノート

反応式

HRID 1436807 の反応式
[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:13][C:12]([C:18]([OH:21])([CH3:20])[CH3:19])([C:14]([O:16][CH3:17])=[O:15])[CH:11]=[CH:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C>[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:10][CH2:11][C:12]([C:18]([OH:21])([CH3:20])[CH3:19])([C:14]([O:16][CH3:17])=[O:15])[CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

3

反応物 1

HCID 86602445Methyl (4S)-4-[(tert-butoxycarbonyl)amino]-1-(1-hydroxy-1-methylethyl)cyclopent-2-ene-1-carboxylate

生成物 1

HCID 86602446methyl (3S)-3-[(tert-butoxycarbonyl)amino]-1-(1-hydroxy-1-methylethyl)cyclopentanecarboxylate収率 86%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Methyl (4S)-4-[(tert-butoxycarbonyl)amino]-1-(1-hydroxy- 1-methylethyl)cyclopent-2-ene-1-carboxylate (1.4 g, 4.7 mmol) was dissolved in ethanol (30 mL) in a Parr flask and purged with N2. 10% Palladium on carbon (0.14 g) was added and the mixture was shaken overnight under 50 psi H2. The mixture was filtered through celite, washed with methylene chloride and concentrated to give the desired product (1.06 g, 86%).

後処理

  1. custompurged with N2
  2. addition10% Palladium on carbon (0.14 g) was added
  3. filtrationThe mixture was filtered through celite
  4. washwashed with methylene chloride
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-afb7b0df2e1f48bebf763bfc8046652d
出典データセット
uspto-grants-2009_11
特許番号
US07618970B2

反応ノート

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