Acetic Acid → (S)-2-(Acetoxyacetyl)-1-(tert-butoxycarbonyl)pyrrolidine

반응식

[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13](=[O:17])[CH:14]=[N+]=[N-])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:18]([OH:21])(=[O:20])[CH3:19]>>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13](=[O:17])[CH2:14][O:21][C:18](=[O:20])[CH3:19])=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

반응물 2

HCID 176Acetic Acid

HCID 53788513(S)-tert-Butyl 2-(2-diazoacetyl)pyrrolidine-1-carboxylate

생성물 1

HCID 13753435(S)-2-(Acetoxyacetyl)-1-(tert-butoxycarbonyl)pyrrolidine

실험 절차

A solution of 1.00 g of the diazoketone product of Example 1 in acetic acid (15 ml) was refluxed for 10 minutes. The mixture was cooled, filtered and the acetic acid removed under reduced pressure to give (S)-1-t-butoxycarbonyl-2-(2-acetoxy-1-oxoethyl)-pyrrolidine, which was purified by chromatography on silica gel eluting with 3:1-hexane; ethyl acetate (Rf =0.3).

후처리

temperatureThe mixture was cooled
filtrationfiltered
customthe acetic acid removed under reduced pressure

출처 및 근거

ORD 기록: ord-e114660c934e47d997b8bbb3ae148300
출처 데이터셋: uspto-grants-1986_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04626545

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