Trimethylsilyldiazomethane → 1-N-Boc-4-Piperidinecarboxylic acid methyl ester

HRID 8743

反応式

HRID 8743 の反応式
[C:1]([N:8]1[CH2:16][CH2:15][CH:11]([C:12]([OH:14])=[O:13])[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[CH3:17][Si](C=[N+]=[N-])(C)C>ClCCl.CO>[C:4]([O:3][C:1]([N:8]1[CH2:16][CH2:15][CH:11]([C:12]([O:14][CH3:17])=[O:13])[CH2:10][CH2:9]1)=[O:2])([CH3:7])([CH3:6])[CH3:5]

参加物

4

反応物 2

HCID 167693TrimethylsilyldiazomethaneHCID 3928711-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acid

生成物 1

HCID 3928701-N-Boc-4-Piperidinecarboxylic acid methyl ester収率 96.6%

試薬・触媒・溶媒 1

HCID 21226129Dichloromethane methanol溶媒

実験手順

To a solution of BOC-isonipecotic acid (45.0 g, 0.20 mol) dissolved in a 3:1 solution of dichloromethane/methanol (1200 mL) at 0° C. was added a solution of trimethylsilyldiazomethane (147 mL, 0.29 mol, 2.0M in hexane) over 30 min via an addition funnel. The reaction mixture was then concentrated to afford the title compound (47 g) as a light yellow oil. This was used directly in the next step without further purification.

後処理

  1. concentrationThe reaction mixture was then concentrated

出典と根拠

ORDレコード
ord-b2d23674e1954e95b0862e72fba9eb4a
出典データセット
uspto-grants-2006_08
特許番号
US07091211B2

関連ノート

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