Hydroxylamine → 4-[(R)-2-Amino-2-(butyl)ethoxymethyl]piperidine-1-carboxylic acid tert-butyl ester

HRID 32397

反応式

HRID 32397 の反応式
NO.[C:3]([O:7][C:8]([N:10]1[CH2:15][CH2:14][CH:13]([CH2:16][O:17]S(C)(=O)=O)[CH2:12][CH2:11]1)=[O:9])([CH3:6])([CH3:5])[CH3:4].[NH2:22][C@@H:23]([CH2:28]O)[CH2:24][CH2:25][CH2:26][CH3:27]>>[C:3]([O:7][C:8]([N:10]1[CH2:15][CH2:14][CH:13]([CH2:16][O:17][CH2:28][C@H:23]([NH2:22])[CH2:24][CH2:25][CH2:26][CH3:27])[CH2:12][CH2:11]1)=[O:9])([CH3:6])([CH3:5])[CH3:4]

参加物

4

反応物 3

HCID 787HydroxylamineHCID 2765838Tert-butyl 4-(methylsulfonyloxymethyl)piperidine-1-carboxylateHCID 6994402(R)-2-Aminohexan-1-ol

生成物 1

HCID 693096604-[(R)-2-Amino-2-(butyl)ethoxymethyl]piperidine-1-carboxylic acid tert-butyl ester

実験手順

Using amino alcohol alkylation method A, but adding 1.1 equivalents of 4-methanesulfonyloxymethyl-piperidine-1-carboxylic acid tert-butyl ester instead of 1 equivalent, (R)-norleucinol (400 mg, 3.4 mmol) afforded, after purification (SiO2: 7:3:1 hexane:EtOAc:isopropyl amine), 195 mg (18%) of the title compound.

後処理

  1. customafforded
  2. customafter purification (SiO2: 7:3:1 hexane:EtOAc:isopropyl amine), 195 mg (18%) of the title compound

出典と根拠

ORDレコード
ord-24de82dae18941629b383ae8ee4ce543
出典データセット
uspto-grants-2008_09
特許番号
US07427632B2

関連ノート

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