Carbon Dioxide → 5-[((1r)-1-{1-[3-(1-Methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}ethyl)oxy]-2-[4-(methylsulfonyl)phenyl]pyridine

HRID 423613ノート

反応式

HRID 423613 の反応式
[CH3:1][CH:2]([C:4]1[N:8]=[C:7]([N:9]2[CH2:14][CH2:13][CH:12]([CH:15]([O:17][C:18]3[CH:19]=[CH:20][C:21]([C:24]4[CH:29]=[CH:28][C:27]([S:30]([CH3:33])(=[O:32])=[O:31])=[CH:26][CH:25]=4)=[N:22][CH:23]=3)[CH3:16])[CH2:11][CH2:10]2)[O:6][N:5]=1)[CH3:3].C(=O)=O>CO>[CH3:3][CH:2]([C:4]1[N:8]=[C:7]([N:9]2[CH2:14][CH2:13][CH:12]([C@H:15]([O:17][C:18]3[CH:19]=[CH:20][C:21]([C:24]4[CH:25]=[CH:26][C:27]([S:30]([CH3:33])(=[O:32])=[O:31])=[CH:28][CH:29]=4)=[N:22][CH:23]=3)[CH3:16])[CH2:11][CH2:10]2)[O:6][N:5]=1)[CH3:1]

参加物

4

反応物 2

HCID 280Carbon DioxideHCID 59177801(+/-)-5-[(1-{1-[3-(1-Methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}ethyl)oxy]-2-[4-(methylsulfonyl)phenyl]pyridine

生成物 1

HCID 591778095-[((1r)-1-{1-[3-(1-Methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}ethyl)oxy]-2-[4-(methylsulfonyl)phenyl]pyridine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

The racemic 5-[(1-{1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}ethyl)oxy]-2-[4-(methylsulfonyl)phenyl]pyridine (prepared as in Example 146) was subjected to Chiral HPLC [column: AS-H, column mobile phase: 75% CO2: 25% MeOH (2 mL/min), pressure 140 bar, temperature 40° C., 215 nm] analysis and then separated to give two (R and S) enantiomers. The title compound was isolated as a white foam with Tr of 10.25 min (first eluting peak). The (R) absolute stereochemistry was assigned by Ab initio VCD analysis.

後処理

  1. customseparated
  2. customto give two (R and S) enantiomers

出典と根拠

ORDレコード
ord-52729937a6e94bc38c26c893ad8ab67b
出典データセット
uspto-grants-2012_01
特許番号
US08101634B2

反応ノート

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