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Pyridine → (Z)-butoxyimino-[(2S)-2-(1-chloroethoxycarbonyloxymethyl)pyrrolidin-1-yl]-oxidoazanium

HRID 388216
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반응식

HRID 388216 반응식
[CH2:1]([O:5]/[N:6]=[N+:7](/[N:9]1[CH2:13][CH2:12][CH2:11][C@H:10]1[CH2:14][OH:15])\[O-:8])[CH2:2][CH2:3][CH3:4].Cl[C:17]([O:19][CH:20]([Cl:22])[CH3:21])=[O:18].N1C=CC=CC=1>C(Cl)Cl>[C:17](=[O:18])([O:19][CH:20]([Cl:22])[CH3:21])[O:15][CH2:14][C@@H:10]1[CH2:11][CH2:12][CH2:13][N:9]1/[N+:7](/[O-:8])=[N:6]/[O:5][CH2:1][CH2:2][CH2:3][CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1049PyridineHCID 5213051-Chloroethyl chloroformateHCID 88851203(Z)-butoxyimino-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-oxidoazanium

생성물 1

HCID 88851464(Z)-butoxyimino-[(2S)-2-(1-chloroethoxycarbonyloxymethyl)pyrrolidin-1-yl]-oxidoazanium

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of {(2S)-1-[(2)-butoxy-NNO-azoxy]pyrrolidin-2-yl}methanol (Example 1, Step A) (856 mg, 3.94 mmol) in CH2Cl2 (15 mL) at rt was added 1-chloroethyl chloroformate (676 mg, 4.73 mmol) and followed by pyridine (935 mg, 11.8 mmol). After stirring at rt for 3 h, the mixture was purified by flash chromatography (Biotage 25+M) using 10-30% EtOAc/hexane gradient, affording the title compound.

후처리

  1. customthe mixture was purified by flash chromatography (Biotage 25+M)

출처 및 근거

ORD 기록
ord-8ec564fdea094ad69bef23ae780b6785
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08377911B2

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