N-[2-(tert-Butyldimethylsilanyloxymethyl)allyl]-2-diazo-N-(2,4-dimethoxybenzyl)acetamide → 5-(Tert-butyldimethylsilanyloxymethyl)-3-(2,4-dimethoxybenzyl)-3-azabicyclo[3.1.0]hexan-2-one

HRID 83575

反応式

[Si:1]([O:8][CH2:9][C:10](=[CH2:29])[CH2:11][N:12]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=1[O:27][CH3:28])[C:13](=[O:17])[CH:14]=[N+]=[N-])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>C1(C(F)(F)F)C=CC=CC=1.CC([O-])=O.CC([O-])=O.[Rh+2]>[Si:1]([O:8][CH2:9][C:10]12[CH2:29][CH:14]1[C:13](=[O:17])[N:12]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=1[O:27][CH3:28])[CH2:11]2)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

参加物

反応条件

温度: 50 °C

実験手順

Under argon atmosphere, to a solution of N-[2-(tert-butyldimethylsilanyloxymethyl)allyl]-2-diazo-N-(2,4-dimethoxybenzyl)acetamide (43 mg) in benzotrifluoride (0.4 ml) was added rhodium (II) acetate dimer dihydrate (2.4 mg) at room temperature, and the mixture was stirred at 50° C. for 24 hours. This reaction mixture was concentrated under reduced pressure, the resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=2/1) to give the titled compound (14.2 mg).

後処理

concentrationThis reaction mixture was concentrated under reduced pressure
customthe resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=2/1)

出典と根拠

ORDレコード: ord-b73ca5ad23e647a18625f7baa899dd65
出典データセット: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08846746B2

反応式

参加物

反応物 1

生成物 1

試薬・触媒・溶媒 2

反応条件

実験手順

後処理

出典と根拠

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