Tetrabutylammonium Fluoride → (S)-3-((S)-1-(4-ethynylphenyl)ethyl)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-1,3-oxazinan-2-one

HRID 333910

反応式

[N+](CCCC)(CCCC)(CCCC)CCCC.[F-].[OH:19][C:20]([CH3:50])([CH3:49])[CH2:21][C@@:22]1([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[O:27][C:26](=[O:28])[N:25]([C@H:29]([C:31]2[CH:36]=[CH:35][C:34]([C:37]#[C:38][Si](C)(C)C)=[CH:33][CH:32]=2)[CH3:30])[CH2:24][CH2:23]1>O1CCCC1>[C:37]([C:34]1[CH:33]=[CH:32][C:31]([C@@H:29]([N:25]2[CH2:24][CH2:23][C@:22]([CH2:21][C:20]([OH:19])([CH3:49])[CH3:50])([C:43]3[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=3)[O:27][C:26]2=[O:28])[CH3:30])=[CH:36][CH:35]=1)#[CH:38]

参加物

実験手順

nBu4NF (1 mol/L in tetrahydrofuran, 4.90 mL) was added to a solution of (S)-6-(2-hydroxy-2-methyl-propyl)-6-phenyl-3-[(S)-1-(4-trimethylsilylethynyl-phenyl)-ethyl]-[1,3]oxazinan-2-one (2.00 g) in tetrahydrofuran (20 mL) at room temperature. The solution was stirred for 1 h at room temperature and then concentrated under reduced pressure. Ethyl acetate was added to the residue and the resulting mixture was washed with water and brine. The organic phase was dried (MgSO4) and the solvent was evaporated to afford the title compound as an oil that solidified on standing. Yield: 1.60 g (95% of theory); LC-MS (Method 1): tR=3.64 min; Mass spectrum (ESI+): m/z=378 [M+H]+.

後処理

concentrationconcentrated under reduced pressure
additionEthyl acetate was added to the residue
washthe resulting mixture was washed with water and brine
dry with materialThe organic phase was dried (MgSO4)
customthe solvent was evaporated

出典と根拠

ORDレコード: ord-c901cdf00d444534b545e4aa3499ab88
出典データセット: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08883778B2

反応式

参加物

反応物 2

生成物 1

試薬・触媒・溶媒 1

実験手順

後処理

出典と根拠

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