4-(Benzyl-tert-butoxycarbonylmethyl-amino)-cyclohexanecarboxylic acid tert-butyl ester → 4-(Tert-butoxycarbonylmethyl-amino)-cyclohexanecarboxylic acid tert-butyl ester

HRID 2361582ノート

反応式

HRID 2361582 の反応式
[C:1]([O:5][C:6]([CH:8]1[CH2:13][CH2:12][CH:11]([N:14](CC2C=CC=CC=2)[CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>CCO.[Pd]>[C:1]([O:5][C:6]([CH:8]1[CH2:9][CH2:10][CH:11]([NH:14][CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 2

HCID 687254864-(Benzyl-tert-butoxycarbonylmethyl-amino)-cyclohexanecarboxylic acid tert-butyl esterHCID 178418361HCID 178418361、化合物

生成物 1

HCID 687250694-(Tert-butoxycarbonylmethyl-amino)-cyclohexanecarboxylic acid tert-butyl ester収率 104.3%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

To a solution of 4-(benzyl-tert-butoxycarbonylmethyl-amino)-cyclohexanecarboxylic acid tert-butyl ester (300 mg, 0.7433 mmol) in EtOH (10 mL) is added 10% Pd/C (wet) (40 mg). The mixture stirs under a blanket of hydrogen gas at atmospheric pressure for 12 h. The mixture is then filtered though celite. The celite is washed with MeOH (50 mL). The filtrated is concentrated to afford 243 mg of 4-(tert-butoxycarbonylmethyl-amino)-cyclohexanecarboxylic acid tert-butyl ester. 1H NMR (400 MHz, DMSO-D6) δ ppm 0.98 (m, 2H), 1.25 (m, 2H), 1.36 (m, 9H), 1.41 (m, 9H), 1.81 (m, 4H), 2.05 (m, 1H), 2.28 (m, 1H), 3.20 (m, 2H).

後処理

  1. filtrationThe mixture is then filtered though celite
  2. washThe celite is washed with MeOH (50 mL)
  3. concentrationThe filtrated is concentrated

出典と根拠

ORDレコード
ord-e763996afe8c4eec8f61fc5b01874551
出典データセット
uspto-grants-2014_04
特許番号
US08691756B2

反応ノート

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