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

HRID 8743

반응식

HRID 8743 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 3928701-N-Boc-4-Piperidinecarboxylic acid methyl ester수율 96.6%

시약·촉매·용매 1

HCID 21226129Dichloromethane methanol용매

실험 절차

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.

후처리

  1. concentrationThe reaction mixture was then concentrated

출처 및 근거

ORD 기록
ord-b2d23674e1954e95b0862e72fba9eb4a
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091211B2

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