tert-Butyldimethylsilyl chloride → (-)-(1R,2S)-2-phenyl-1-cyclohexyl triisopropylsilyloxyacetate

HRID 487370

反応式

HRID 487370 の反応式
OCC(OC1C(C(C)C)CCC(C)C1)=O.C([Si](Cl)(C)C)(C)(C)C.[OH:24][CH2:25][C:26]([O:28][C@@H:29]1[CH2:34][CH2:33][CH2:32][CH2:31][C@H:30]1[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:27].OCC(O[C@H]1CCCC[C@@H]1C1C=CC=CC=1)=O.[CH:58]([Si:61](Cl)([CH:65]([CH3:67])[CH3:66])[CH:62]([CH3:64])[CH3:63])([CH3:60])[CH3:59]>>[CH:58]([Si:61]([CH:65]([CH3:67])[CH3:66])([CH:62]([CH3:64])[CH3:63])[O:24][CH2:25][C:26]([O:28][C@@H:29]1[CH2:34][CH2:33][CH2:32][CH2:31][C@H:30]1[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:27])([CH3:60])[CH3:59]

参加物

6

反応物 5

HCID 28928tert-Butyldimethylsilyl chloride2 回HCID 139400Triisopropylsilyl chlorideHCID 10059921(-)-(1R,2S)-2-phenyl-1-cyclohexyl hydroxyacetateHCID 16770157HCID 16770157、化合物HCID 67834441(+)-(1S,2R)-2-phenyl-1-cyclohexyl hydroxyacetate

生成物 1

HCID 10000489(-)-(1R,2S)-2-phenyl-1-cyclohexyl triisopropylsilyloxyacetate

実験手順

In the same manner, 1a, 1b, and 1c(+) were prepared from the combinations of (-)-menthyl hydroxyacetate with tertbutyldimethylsilyl chloride, (-)-(1R,2S)-2-phenyl-1-cyclohexyl hydroxyacetate with tert-butyldimethylsilyl chloride, and (+)-(1S,2R)-2-phenyl-1-cyclohexyl hydroxyacetate with triisopropylsilyl chloride, respectively, in 90-95% yields.

後処理

  1. customrespectively, in 90-95% yields

出典と根拠

ORDレコード
ord-1860fbc21a774caa8f042fe51c35ad03
出典データセット
uspto-grants-1994_03
特許番号
US05294737

関連ノート

読み込み中…