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Methyl acetoacetate → 5-Hydroxy-6-methyl-5-[2-(4-methyl-thiazol-5-yl)ethyl]-3-oxo-heptanoic acid methyl ester

HRID 1859523
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인쇄 미리보기

반응식

HRID 1859523 반응식
[C:1]([O:7][CH3:8])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[H-].[Na+].[Li]CCCC.[CH3:16][CH:17]([CH3:28])[C:18](=[O:27])[CH2:19][CH2:20][C:21]1[S:25][CH:24]=[N:23][C:22]=1[CH3:26]>>[CH3:8][O:7][C:1](=[O:6])[CH2:2][C:3](=[O:4])[CH2:5][C:18]([OH:27])([CH2:19][CH2:20][C:21]1[S:25][CH:24]=[N:23][C:22]=1[CH3:26])[CH:17]([CH3:16])[CH3:28]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 7757Methyl acetoacetateHCID 24758Sodium hydrideHCID 225727814-Methyl-1-(4-methyl-thiazol-5-yl)-pentan-3-oneHCID 178418339Butyllithium

생성물 1

HCID 539015915-Hydroxy-6-methyl-5-[2-(4-methyl-thiazol-5-yl)ethyl]-3-oxo-heptanoic acid methyl ester

실험 절차

The title compound was prepared as described in General Method 6 from 1.00 g (8.61 mmol) of methyl acetoacetate, 0.38 g (9.50 mmol) of sodium hydride, 4.5 mL of 2.1 M nBuLi (9.45 mmol), and 1.53 g (7.75 mmol) of 4-methyl-1-(4-methyl-thiazol-5-yl)-pentan-3-one (prepared in Example C-2.) The crude compound was used without purification in the next step.

후처리

  1. customwas used without purification in the next step

출처 및 근거

ORD 기록
ord-a48393186cd34fcca20a48c971d57e77
출처 데이터셋
uspto-grants-2003_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06528510B1

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