3-Cyclopentylpropionyl chloride → (4S)-benzyl-3-(3-cyclopentylpropanoyl)oxazolidin-2-one

반응식

[CH:1]1([CH2:6][CH2:7][C:8](Cl)=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:11]1([CH2:17][C@H:18]2[CH2:22][O:21][C:20](=[O:23])[NH:19]2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH:1]1([CH2:6][CH2:7][C:8]([N:19]2[C@@H:18]([CH2:17][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH2:22][O:21][C:20]2=[O:23])=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

반응물 2

HCID 660393-Cyclopentylpropionyl chloride

HCID 736225(S)-4-Benzyl-2-oxazolidinone

생성물 1

HCID 11077479(4S)-benzyl-3-(3-cyclopentylpropanoyl)oxazolidin-2-one수율 96.6%

실험 절차

Following the procedure described in Example 45, 6.4 g of cyclopentane propionyl chloride and 7.1 g of (S)-4-phenylmethyl-2-oxazolidinone yielded 11.6 g of (S)-3-[3-cyclopentyl-1-oxopropyl]-4-(phenylmethyl)-2-oxazolidinone. [α]D25 =+99.61°

출처 및 근거

ORD 기록: ord-67b6e06b86c344518f83cfcb83a74774
출처 데이터셋: uspto-grants-1992_07
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05128448

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